Abstract
A cationic oxazaborolidinium-catalyzed asymmetric Mukaiyama aldol reaction of (1-methoxy-2-methyl-propenyloxy)-trimethylsilane with various aldehydes including α,β-disubstituted acroleins has been developed in high yields and enantioselectivities. The synthetic utility of this methodology was demonstrated in the first short synthesis of naturally occurring inthomycin C in high enantiopurity.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehydes / chemistry
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Biological Products / chemical synthesis*
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Biological Products / chemistry
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Boron Compounds / chemistry
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Catalysis
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Combinatorial Chemistry Techniques
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Molecular Structure
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Oxazoles / chemical synthesis*
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Oxazoles / chemistry
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Silanes / chemistry
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Stereoisomerism
Substances
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Aldehydes
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Biological Products
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Boron Compounds
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Oxazoles
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Silanes
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inthomycin C
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3-hydroxybutanal