Enantioselective Addition of 2-Methyl-3-butyn-2-ol to Aldehydes:  Preparation of 3-Hydroxy-1-butynes

We report the first example of enantioselective aldehyde additions of 2-methyl-3-butyn-2-ol, a commodity bulk chemical that is readily available. Following a facile fragmentation reaction, the addition reactions provide access to optically active terminal acetylenes as useful building blocks for asy...

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Bibliographic Details
Published in:Organic letters 2000-12, Vol.2 (26), p.4233-4236
Main Authors: Boyall, D, López, F, Sasaki, H, Frantz, D, Carreira, E. M
Format: Article
Language:English
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Summary:We report the first example of enantioselective aldehyde additions of 2-methyl-3-butyn-2-ol, a commodity bulk chemical that is readily available. Following a facile fragmentation reaction, the addition reactions provide access to optically active terminal acetylenes as useful building blocks for asymmetric synthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol006791r