The total synthesis of (-)-amathaspiramide F

Chambers C. Hughes; Dirk Trauner

doi:10.1002/1521-3773(20021202)41:23<4556::AID-ANIE4556>3.0.CO;2-E

The total synthesis of (-)-amathaspiramide F

Chambers C. Hughes, Dirk Trauner

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Breaking the cis rule: L-Proline and not as expected D-proline led to (-)-amathaspiramide F with the correct configuration in a short sequence of steps (see retrosynthetic scheme). This synthesis features an exception to the principle of self-regeneration of chirality and a strategy for circumventing a problematic Nef reaction in the presence of densely spaced polar functionality.

Original language	English (US)
Pages (from-to)	4556-4559
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	41
Issue number	23
DOIs	https://doi.org/10.1002/1521-3773(20021202)41:23<4556::AID-ANIE4556>3.0.CO;2-E
State	Published - Dec 2 2002

Keywords

Alkaloids
Amathaspiramides
Nef reaction
Proline
Total synthesis

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/1521-3773(20021202)41:23<4556::AID-ANIE4556>3.0.CO;2-E

Cite this

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The total synthesis of (-)-amathaspiramide F

Abstract

Keywords

ASJC Scopus subject areas

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