A Synthesis of the Chlorosulfolipid Mytilipin A Via a Longest Linear Sequence of Seven Steps

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2013 Aug 10

PMID 23929596

Citations 14

Authors

Won-Jin Chung

Joseph S Carlson

D Karl Bedke

Christopher D Vanderwal

Affiliations

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Abstract

Magnificent seven: The chlorosulfolipid mytilipin A was synthesized in racemic form in seven steps and in enantioenriched form in eight steps. Key transformations include a highly diastereoselective bromoallylation of a sensitive α,β-dichloroaldehyde, a kinetic resolution of a vinyl epoxide, a convergent and highly Z-selective alkene cross-metathesis, and a chemoselective and diastereoselective dichlorination of a complex diene.

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