38.Formal Total Synthesis of N-Methylmaysenine

L. Wang, J. X. Gong, L. J. Deng, Z. Xiang, Z. X. Chen, Y. Wang, J. H. Chen*, Z. Yang*

Org. Lett200911, 1809.

A novel synthetic approach for the formal total synthesis of N-methylmaysenine (1) has been developed. Key steps involve the Ti-mediated vinylogous Mukaiyama aldol reaction of chiral ketene silyl N,O-acetal with β-dithiane-substituted aldehyde, an aldol condensation, and a ring-closing metathesis reaction.