Studies on the C22-C23 aldol coupling of spirangien

Michael Lorenz; Nadine Bluhm; Markus Kalesse

doi:10.1055/s-0029-1216918

Studies on the C22-C23 aldol coupling of spirangien

Michael Lorenz, Nadine Bluhm, Markus Kalesse^*

^*Corresponding author for this work

Institute of Organic Chemistry

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

Abstract

The aldol reaction is one of the most powerful and versatile methods in polyketide synthesis. Nevertheless, the subtle directing effects remain very often obscure and impede complex natural products syntheses. Here, we report studies on the pivotal aldol coupling employed in the spirangien synthesis. We identified conditions for the stereoselective formation of both stereoisomers in the C22-C23 aldol juncture of spirangien.

Original language	English
Pages (from-to)	3061-3066
Number of pages	6
Journal	Synthesis
Issue number	18
DOIs	https://doi.org/10.1055/s-0029-1216918
Publication status	Published - 2009

Keywords

1,4-induction
Aldol reaction
Cornforth model
Felkin product
Methyl ketone
Natural products

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-0029-1216918

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abstract = "The aldol reaction is one of the most powerful and versatile methods in polyketide synthesis. Nevertheless, the subtle directing effects remain very often obscure and impede complex natural products syntheses. Here, we report studies on the pivotal aldol coupling employed in the spirangien synthesis. We identified conditions for the stereoselective formation of both stereoisomers in the C22-C23 aldol juncture of spirangien.",

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KW - 1,4-induction

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KW - Cornforth model

KW - Felkin product

KW - Methyl ketone

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Studies on the C22-C23 aldol coupling of spirangien

Abstract

Keywords

ASJC Scopus subject areas

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