A Catalytic, Asymmetric Formal Synthesis of (+)-Hamigeran B

Herschel Mukherjee, Nolan T. McDougal, Scott C. Virgil, Brian M. Stoltz

Research output: Contribution to journalArticlepeer-review

42 Scopus citations

Abstract

A concise asymmetric, formal synthesis of (+)-hamigeran B is reported. A Pd-catalyzed, decarboxylative allylic alkylation, employing a trifluoromethylated derivative of t-BuPHOX, is utilized as the enantioselective step to form the critical quaternary carbon center in excellent yield and enantioselectivity. The product is converted in three steps to a late-stage intermediate previously used in the synthesis of hamigeran B.
Original languageEnglish (US)
Pages (from-to)825-827
Number of pages3
JournalOrganic Letters
Volume13
Issue number5
DOIs
StatePublished - Mar 4 2011
Externally publishedYes

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