Enantioselective addition of 2-methyl-3-butyn-2-ol to aldehydes: Preparation of 3-hydroxy-1-butynes

D. Boyall; F. López; H. Sasaki; D. Frantz; E. M. Carreira

doi:10.1021/ol006791r

Enantioselective addition of 2-methyl-3-butyn-2-ol to aldehydes: Preparation of 3-hydroxy-1-butynes

D. Boyall
, F. López
, H. Sasaki
, D. Frantz
, E. M. Carreira

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

182 Scopus citations

Abstract

(equation presented) 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.

Original language	English
Pages (from-to)	4233-4236
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	26
DOIs	https://doi.org/10.1021/ol006791r
State	Published - Dec 28 2000

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title = "Enantioselective addition of 2-methyl-3-butyn-2-ol to aldehydes: Preparation of 3-hydroxy-1-butynes",

abstract = "(equation presented) 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.",

author = "D. Boyall and F. L{\'o}pez and H. Sasaki and D. Frantz and Carreira, \{E. M.\}",

year = "2000",

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doi = "10.1021/ol006791r",

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T1 - Enantioselective addition of 2-methyl-3-butyn-2-ol to aldehydes

T2 - Preparation of 3-hydroxy-1-butynes

AU - Boyall, D.

AU - López, F.

AU - Sasaki, H.

AU - Frantz, D.

AU - Carreira, E. M.

PY - 2000/12/28

Y1 - 2000/12/28

N2 - (equation presented) 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.

AB - (equation presented) 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.

UR - https://www.scopus.com/pages/publications/0041780219

U2 - 10.1021/ol006791r

DO - 10.1021/ol006791r

M3 - Article

AN - SCOPUS:0041780219

SN - 1523-7060

VL - 2

SP - 4233

EP - 4236

JO - Organic Letters

JF - Organic Letters

IS - 26

ER -

Enantioselective addition of 2-methyl-3-butyn-2-ol to aldehydes: Preparation of 3-hydroxy-1-butynes

Abstract

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