Stereo- and regioselective synthesis of 1,3-diaryl-3-chloro-1-propanols via the reaction of aryl aldehydes with styrene and (E)-β-methylstyrene

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Abstract

Reactions of aryl aldehydes with styrene and (E)-β-methylstyrene in the presence of phenylboron dichloride regioselectively generate 1,3-diaryl-3-chloro-1-propanols and 1,3-diaryl-3-chloro-2-methyl-1-propanols in good to excellent yields with high stereoselectivity.

Original languageEnglish (US)
Pages (from-to)1187-1189
Number of pages3
JournalTetrahedron Letters
Volume44
Issue number6
DOIs
StatePublished - Feb 3 2003

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Stereoselectivity
Styrene
Aldehydes
isobutyl alcohol
vinyltoluene
3-chloro-1-propanol

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

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title = "Stereo- and regioselective synthesis of 1,3-diaryl-3-chloro-1-propanols via the reaction of aryl aldehydes with styrene and (E)-β-methylstyrene",
abstract = "Reactions of aryl aldehydes with styrene and (E)-β-methylstyrene in the presence of phenylboron dichloride regioselectively generate 1,3-diaryl-3-chloro-1-propanols and 1,3-diaryl-3-chloro-2-methyl-1-propanols in good to excellent yields with high stereoselectivity.",
author = "George Kabalka and Zhongzhi Wu and Yuhong Ju",
year = "2003",
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language = "English (US)",
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journal = "Tetrahedron Letters",
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T1 - Stereo- and regioselective synthesis of 1,3-diaryl-3-chloro-1-propanols via the reaction of aryl aldehydes with styrene and (E)-β-methylstyrene

AU - Kabalka, George

AU - Wu, Zhongzhi

AU - Ju, Yuhong

PY - 2003/2/3

Y1 - 2003/2/3

N2 - Reactions of aryl aldehydes with styrene and (E)-β-methylstyrene in the presence of phenylboron dichloride regioselectively generate 1,3-diaryl-3-chloro-1-propanols and 1,3-diaryl-3-chloro-2-methyl-1-propanols in good to excellent yields with high stereoselectivity.

AB - Reactions of aryl aldehydes with styrene and (E)-β-methylstyrene in the presence of phenylboron dichloride regioselectively generate 1,3-diaryl-3-chloro-1-propanols and 1,3-diaryl-3-chloro-2-methyl-1-propanols in good to excellent yields with high stereoselectivity.

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U2 - 10.1016/S0040-4039(02)02820-4

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SP - 1187

EP - 1189

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 6

ER -