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Enantiospecific, Stereospecific Total Synthesis of the Oxindole Alkaloid Alstonisine

Organic LettersPublished 29 October 2002
Xiangyu Z. Wearing, James M. Cook
Citations68
SJR quartileQ1
SJR score1.24
SNIP1.03

TL;DR

The total synthesis of alstonisine was accomplished in enantiospecific fashion in an overall yield of 12% (from tryptophan methyl ester) in 17 reaction vessels.

Abstract

[reaction: see text] The total synthesis of alstonisine was accomplished in enantiospecific fashion in an overall yield of 12% (from tryptophan methyl ester) in 17 reaction vessels. The structure of alstonisine (1) has been determined by NOE spectroscopic experiments and was confirmed by single-crystal X-ray analysis.

Keywords

ChemistryPharmacology, Toxicology and Pharmaceutics