Formal total synthesis of N-methylmaysenine.

Org Lett

Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, and Laboratory of Chemical Genomics, Shenzhen Graduate School, Peking University, Beijing 100871, China.

Published: April 2009

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 beta-dithiane-substituted aldehyde, an aldol condensation, and a ring-closing metathesis reaction.

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http://dx.doi.org/10.1021/ol900384uDOI Listing

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