Enantioselective 1,4-additions of ClMeAl(CHCHR) (R = alkyl, alkenyl, Ph) to cyclohexenones

D. Willcox; Simon Woodward; A. Alexakis

doi:10.1039/c3cc48191c

Enantioselective 1,4-additions of ClMeAl(CHCHR) (R = alkyl, alkenyl, Ph) to cyclohexenones

D. Willcox, Simon Woodward, A. Alexakis

Inorganic Chemistry Group

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

Abstract

Chloromethylvinyl alanes (E)-ClMeAl(CH=CHR) prepared directly from terminal alkynes undergo 1,4-addition to cyclohexenone and 3-methylcyclohexenone in moderate to good yield (30-70%) and good to excellent stereoselectivity (80-98% ee) using readily available copper(i) sources and chiral ligands. © 2014 The Royal Society of Chemistry.

Original language	English
Pages (from-to)	1655-1657
Number of pages	3
Journal	Chemical Communications
Volume	50
Issue number	14
DOIs	https://doi.org/10.1039/c3cc48191c
Publication status	Published - 18 Feb 2014

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abstract = "Chloromethylvinyl alanes (E)-ClMeAl(CH=CHR) prepared directly from terminal alkynes undergo 1,4-addition to cyclohexenone and 3-methylcyclohexenone in moderate to good yield (30-70%) and good to excellent stereoselectivity (80-98% ee) using readily available copper(i) sources and chiral ligands. {\textcopyright} 2014 The Royal Society of Chemistry.",

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T1 - Enantioselective 1,4-additions of ClMeAl(CHCHR) (R = alkyl, alkenyl, Ph) to cyclohexenones

AU - Willcox, D.

AU - Woodward, Simon

AU - Alexakis, A.

PY - 2014/2/18

Y1 - 2014/2/18

N2 - Chloromethylvinyl alanes (E)-ClMeAl(CH=CHR) prepared directly from terminal alkynes undergo 1,4-addition to cyclohexenone and 3-methylcyclohexenone in moderate to good yield (30-70%) and good to excellent stereoselectivity (80-98% ee) using readily available copper(i) sources and chiral ligands. © 2014 The Royal Society of Chemistry.

AB - Chloromethylvinyl alanes (E)-ClMeAl(CH=CHR) prepared directly from terminal alkynes undergo 1,4-addition to cyclohexenone and 3-methylcyclohexenone in moderate to good yield (30-70%) and good to excellent stereoselectivity (80-98% ee) using readily available copper(i) sources and chiral ligands. © 2014 The Royal Society of Chemistry.

UR - http://www.mendeley.com/research/enantioselective-14additions-clmealchchr-r-alkyl-alkenyl-ph-cyclohexenones

U2 - 10.1039/c3cc48191c

DO - 10.1039/c3cc48191c

M3 - Article

SN - 1359-7345

VL - 50

SP - 1655

EP - 1657

JO - Chemical Communications

JF - Chemical Communications

IS - 14

ER -

Enantioselective 1,4-additions of ClMeAl(CHCHR) (R = alkyl, alkenyl, Ph) to cyclohexenones

Abstract

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