Schulzeines B (2) and C (3) were synthesized by a convergent strategy using epimeric tricyclic lactam building blocks, 4 and 5, and the C28 fatty acid side chain 6. Syntheses of tricyclic lactams (4/5) were achieved by...
moreSchulzeines B (2) and C (3) were synthesized by a
convergent strategy using epimeric tricyclic lactam building
blocks, 4 and 5, and the C28 fatty acid side chain 6.
Syntheses of tricyclic lactams (4/5) were achieved by
Bischler-Napieralski reaction. Sharpless asymmetric dihydroxylation and BINAL-H-mediated asymmetric reduction
of an enone was employed to prepare the key fatty acid side
chain 6. The spectral as well as analytical data of 2 and 3
were in good agreement with the reported data for the natural
products, thus confirming their assigned structures.
