[go: up one dir, main page]

Fukuzawa et al., 1995 - Google Patents

Ferrocenylseleno amino alcohols as new catalysts for the highly enantioselective alkylation of aldehydes

Fukuzawa et al., 1995

Document ID
15339140211246933245
Author
Fukuzawa S
Tsudzuki K
Publication year
Publication venue
Tetrahedron: Asymmetry

External Links

Snippet

A chiral or a diastereomeric mixture of 1-[1-N, N-dimethylaminoethyl)-2-(2′- hydroxyalkylseleno)]-ferrocene (DASF) was easily prepared by the chiral diferrocenyldiselenide (1) and epoxides. DASF derivatives efficiently catalyzed the …
Continue reading at www.sciencedirect.com (other versions)

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. -COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. -COOH of a -CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2101/00—Systems containing only non-condensed rings
    • C07C2101/12—Systems containing only non-condensed rings with a six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring heteroatom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals substituted by singly or doubly bound oxygen atoms

Similar Documents

Publication Publication Date Title
Enders et al. A novel asymmetric benzoin reaction catalyzed by a chiral triazolium salt. Preliminary communication
Ibrahem et al. Palladium/chiral amine co-catalyzed enantioselective β-arylation of α, β-unsaturated aldehydes.
Belokon et al. Asymmetric trimethylsilylcyanation of aldehydes catalyzed by chiral (salen) Ti (IV) complexes
Feringa et al. Highly enantioselective catalytic conjugate addition and tandem conjugate addition-aldol reactions of organozinc reagents
Belot et al. Organocatalyzed conjugate addition of carbonyl compounds to nitrodienes/nitroenynes and synthetic applications
Bach et al. Highly Enantioenriched Propargylic Alcohols by Oxazaborolidine-Mediated Reduction of Acetylenic Ketones
Fukuzawa et al. Ferrocenylseleno amino alcohols as new catalysts for the highly enantioselective alkylation of aldehydes
Wang Electrophilic ring opening of small heterocycles
Zhong et al. New β-amino alcohols with a bicyclo [3.3. 0] octane scaffold in an asymmetric Henry reaction
KR20040012533A (en) A process for preparation of optically active halogenohydroxypropyl compound and glycidyl compound
Shi et al. Axially dissymmetric binaphthyldiimine chiral Salen-type ligands for catalytic asymmetric addition of diethylzinc to aldehyde
WO2000069777A1 (en) Reactions using lewis acids
Jin et al. New chiral catalysts for the highly enantioselective addition of diethylzinc to aldehydes
Tillyer et al. Asymmetric reduction of keto oxime ethers using oxazaborolidine reagents. The enantioselective synthesis of cyclic amino alcohols
Cicchi et al. Oxidation of hydroxylamines to nitrones catalyzed by (salen) Mn (III) complexes. Enantioselective synthesis of a protected cis-dihydroxypyrroline N-oxide with jacobsen catalyst
EP2560940B1 (en) Isomerization of beta-keto-allenes
Li et al. Zinc‐Salen‐Catalyzed Asymmetric Alkynylation of Alkyl Acylsilanes
Sarvary et al. Novel, cyclic and bicyclic 1, 3-diols as catalysts for the diethylzinc addition to aldehydes
Superchi et al. 1, 1′-Binaphthylazepine-based ligands for asymmetric catalysis. Part 2: New aminoalcohols as chiral ligands in the enantioselective addition of ZnEt2 to aromatic aldehydes
US20080269490A1 (en) Method for Asymmetric Hydrosilylation of Ketones
Mukaiyama et al. New role of tin (II) compounds in organic synthesis
Thorey et al. Palladium on Charcoal plus Enantiopure Amino Alcohols as Catalytic Systems for the Enantioselective 1, 4‐Reduction of α‐Substituted α, β‐Unsaturated Ketones
Murtinho et al. Novel tridentate ligands derived from (+)-camphoric acid for enantioselective ethylation of aromatic aldehydes
Bastin et al. Chiral ferrocenyl amino alcohols for enantioselective additions of diethylzinc to aldehydes
Wang et al. Proline Catalyzed Asymmetric Aldol Reaction between Methyl Ketones and α‐Ketoesters