title: Formal total synthesis of N-methylmaysenine.
abstract: 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.
authors.affiliation: 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.
authors.forename: Lin
authors.initials: L
authors.lastname: Wang
authors.forename: Jianxian
authors.initials: J
authors.lastname: Gong
authors.forename: Lujiang
authors.initials: L
authors.lastname: Deng
authors.forename: Zheng
authors.initials: Z
authors.lastname: Xiang
authors.forename: Zhixing
authors.initials: Z
authors.lastname: Chen
authors.forename: Yuefan
authors.initials: Y
authors.lastname: Wang
authors.forename: Jiahua
authors.initials: J
authors.lastname: Chen
authors.forename: Zhen
authors.initials: Z
authors.lastname: Yang
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D008453:Maytansine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000447:Aldehydes; C540239:N-methylmaysenine; D008453:Maytansine; C116609:3-hydroxybutanal