Title

Synthesis of (L)-4-Fluorotryptophan

Document Type

Article

Publication Date

1-1-2012

Abstract

A new synthesis of stereochemically pure (L)-4-fluorotryptophan [i.e., (2S)-4-fluorotryptophan] in seven steps from 4-fluoroindole is described. A key reaction in the synthetic strategy is a diastereoselective alkylation of the Schollkopf chiral auxiliary with a fluorinated electrophile. All reaction steps are efficient and proceed in at least 80% yield.

DOI

10.1080/00397911.2010.523154

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