The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst

Guigen Li; Han Xun Wei; Brian S. Phelps; David W. Purkiss; Sun Hee Kim

doi:10.1021/ol000377+

The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst

Guigen Li, Han Xun Wei, Brian S. Phelps, David W. Purkiss, Sun Hee Kim

Chemistry and Biochemistry

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

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Abstract

matrix presented The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C₃F₇CO oxazaborolidine as the catalyst. The fluoroacyl group of the catalyst was found to be crucial for control of enantioselectivity. The reaction provides the first enantioselective approach to β-halo Baylis-Hillman-type adducts.

Original language	English
Pages (from-to)	823-826
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	6
DOIs	https://doi.org/10.1021/ol000377+
State	Published - Mar 22 2001

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title = "The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst",

abstract = "matrix presented The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C3F7CO oxazaborolidine as the catalyst. The fluoroacyl group of the catalyst was found to be crucial for control of enantioselectivity. The reaction provides the first enantioselective approach to β-halo Baylis-Hillman-type adducts.",

author = "Guigen Li and Wei, {Han Xun} and Phelps, {Brian S.} and Purkiss, {David W.} and Kim, {Sun Hee}",

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T1 - The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst

AU - Li, Guigen

AU - Wei, Han Xun

AU - Phelps, Brian S.

AU - Purkiss, David W.

AU - Kim, Sun Hee

PY - 2001/3/22

Y1 - 2001/3/22

N2 - matrix presented The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C3F7CO oxazaborolidine as the catalyst. The fluoroacyl group of the catalyst was found to be crucial for control of enantioselectivity. The reaction provides the first enantioselective approach to β-halo Baylis-Hillman-type adducts.

AB - matrix presented The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C3F7CO oxazaborolidine as the catalyst. The fluoroacyl group of the catalyst was found to be crucial for control of enantioselectivity. The reaction provides the first enantioselective approach to β-halo Baylis-Hillman-type adducts.

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AN - SCOPUS:0035932604

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ER -

The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst

Abstract

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