A Concise Synthesis of Spirotryprostatin A

The preparation of two new synthons, 2,5- and 2,6-dibromotryptophan esters, and their use in diastereoselective intramolecular N-acyliminium ion spirocyclization methodology for the rapid construction of spirotryprostatin A and analogues are described.

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Bibliographic Details
Published in:Organic letters 2004-11, Vol.6 (23), p.4249-4251
Main Authors: Miyake, Fumiko Y, Yakushijin, Kenichi, Horne, David A
Format: Article
Language:English
Subjects:
Molecular Structure
Piperazines - chemical synthesis
Piperazines - chemistry
Spiro Compounds - chemical synthesis
Spiro Compounds - chemistry
Stereoisomerism
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Description
Summary:The preparation of two new synthons, 2,5- and 2,6-dibromotryptophan esters, and their use in diastereoselective intramolecular N-acyliminium ion spirocyclization methodology for the rapid construction of spirotryprostatin A and analogues are described.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol048311s