Oxazaborolidinone-Mediated Asymmetric Bisvinylogous Mukaiyama Aldol Reaction

A bisvinylogous Mukaiyama aldol reaction using oxazaborolidinones as a source of chirality was developed. This methodology allows the fast assembly of conjugated dienols by expanding the vinylogy principle by two additional carbons, and can be conducted using a readily available Lewis acid at reason...

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Bibliographic Details
Published in:Organic letters 2021-11, Vol.23 (22), p.8722-8726
Main Authors: Eggert, Alina, Etling, Christoph, Millbrodt, Lucas, Schulz, Göran, Kalesse, Markus
Format: Article
Language:English
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Summary:A bisvinylogous Mukaiyama aldol reaction using oxazaborolidinones as a source of chirality was developed. This methodology allows the fast assembly of conjugated dienols by expanding the vinylogy principle by two additional carbons, and can be conducted using a readily available Lewis acid at reasonable reaction times. A broad range of aromatic and aliphatic aldehydes can be used providing access to complex building blocks for polyketide synthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c03165