Efficient Total Synthesis of (-)-stemoamide

Overview

Journal Org Biomol Chem

Publisher Royal Society of Chemistry

Specialties Biochemistry
Chemistry

Date 2010 Dec 7

PMID 21132176

Citations 4

Authors

Toshio Honda

Tomoha Matsukawa

Kazunori Takahashi

Affiliations

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Abstract

An efficient diastereoselective synthesis of (-)-stemoamide has been accomplished from a pyroglutamic acid derivative in eight steps and with 24% overall yield. The synthesis features an intramolecular samarium diiodide-promoted 7-exo-trig cyclization of a ketyl radical generated from the corresponding aldehyde.

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