Total synthesis of (-)-callipeltoside A

Thomas R. Hoye, Michael E. Danielson, Aaron E. May, Hongyu Zhao

Research output: Contribution to journalArticlepeer-review

43 Scopus citations

Abstract

A total synthesis of (-)-callipeltoside A (1) has been achieved. The core macrocycle was made via a dual macrolactonization/pyran hemiketal formation reaction, developed to circumvent issues related to the reversible nature of acylketene formation from β-keto lactone substrates. Initial approaches to the core of the natural product that revolved around ring-closing metathesis (RCM) and relay ring-closing metathesis (RRCM) reactions are also described.

Original languageEnglish (US)
Pages (from-to)7052-7060
Number of pages9
JournalJournal of Organic Chemistry
Volume75
Issue number21
DOIs
StatePublished - Nov 5 2010

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