Catalytic asymmetric conjugate addition of grignard reagents to (alpha,beta-unsaturated sulfones

Pieter H. Bos; Adriaan J. Minnaard; Ben L. Feringa

doi:10.1021/ol801566n

Catalytic asymmetric conjugate addition of grignard reagents to (alpha,beta-unsaturated sulfones

Pieter H. Bos
, Adriaan J. Minnaard
, Ben L. Feringa^*

^*Corresponding author for this work

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

59 Citations (Scopus)

25 Downloads (Pure)

Abstract

A highly efficient method is reported for the asymmetric conjugate addition of Grignard reagents to alpha,beta-unsaturated 2-pyridylsulfones. Using a Cu/TolBinap complex, excellent enantioselectivities and high yields are obtained for a wide variety of aliphatic substrates.

Original language	English
Pages (from-to)	4219-4222
Number of pages	4
Journal	Organic letters
Volume	10
Issue number	19
DOIs	https://doi.org/10.1021/ol801566n
Publication status	Published - 2-Oct-2008

Keywords

ALPHA,BETA-UNSATURATED SULFONES
LIGANDS
ACIDS
REDUCTION
ENONES

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title = "Catalytic asymmetric conjugate addition of grignard reagents to (alpha,beta-unsaturated sulfones",

abstract = "A highly efficient method is reported for the asymmetric conjugate addition of Grignard reagents to alpha,beta-unsaturated 2-pyridylsulfones. Using a Cu/TolBinap complex, excellent enantioselectivities and high yields are obtained for a wide variety of aliphatic substrates.",

keywords = "ALPHA,BETA-UNSATURATED SULFONES, LIGANDS, ACIDS, REDUCTION, ENONES",

author = "Bos, \{Pieter H.\} and Minnaard, \{Adriaan J.\} and Feringa, \{Ben L.\}",

note = "Relation: http://www.rug.nl/scheikunde/ date\_submitted:2008 Rights: University of Groningen. Stratingh Institute",

year = "2008",

month = oct,

day = "2",

doi = "10.1021/ol801566n",

language = "English",

volume = "10",

pages = "4219--4222",

journal = "Organic letters",

issn = "1523-7060",

publisher = "AMER CHEMICAL SOC INC",

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T1 - Catalytic asymmetric conjugate addition of grignard reagents to (alpha,beta-unsaturated sulfones

AU - Bos, Pieter H.

AU - Minnaard, Adriaan J.

AU - Feringa, Ben L.

N1 - Relation: http://www.rug.nl/scheikunde/ date_submitted:2008 Rights: University of Groningen. Stratingh Institute

PY - 2008/10/2

Y1 - 2008/10/2

N2 - A highly efficient method is reported for the asymmetric conjugate addition of Grignard reagents to alpha,beta-unsaturated 2-pyridylsulfones. Using a Cu/TolBinap complex, excellent enantioselectivities and high yields are obtained for a wide variety of aliphatic substrates.

AB - A highly efficient method is reported for the asymmetric conjugate addition of Grignard reagents to alpha,beta-unsaturated 2-pyridylsulfones. Using a Cu/TolBinap complex, excellent enantioselectivities and high yields are obtained for a wide variety of aliphatic substrates.

KW - ALPHA,BETA-UNSATURATED SULFONES

KW - LIGANDS

KW - ACIDS

KW - REDUCTION

KW - ENONES

U2 - 10.1021/ol801566n

DO - 10.1021/ol801566n

M3 - Article

SN - 1523-7060

VL - 10

SP - 4219

EP - 4222

JO - Organic letters

JF - Organic letters

IS - 19

ER -

Catalytic asymmetric conjugate addition of grignard reagents to (alpha,beta-unsaturated sulfones

Abstract

Keywords

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