Tin- and indium-mediated allylation reactions in water: Highly stereoselective synthesis of β-trifluoromethylated homoallylic alcohols

Teck Peng Loh; Xu Ran Li

doi:10.1002/(SICI)1099-0690(199908)1999:8<1893::AID-EJOC1893>3.0.CO;2-3

Tin- and indium-mediated allylation reactions in water: Highly stereoselective synthesis of β-trifluoromethylated homoallylic alcohols

Teck Peng Loh, Xu Ran Li

National University of Singapore

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

43 Scopus citations

Abstract

The indium-mediated allylation reaction of aldehydes with 4-bromo- 1,1,1-trifluoro-2-butene in water afforded β-trifluoromethylated homoallylic alcohols in high yields. In most cases, high regio- and excellent diastereoselectivities were obtained.

Original language	English
Pages (from-to)	1893-1899
Number of pages	7
Journal	European Journal of Organic Chemistry
Issue number	8
DOIs	https://doi.org/10.1002/(SICI)1099-0690(199908)1999:8<1893::AID-EJOC1893>3.0.CO;2-3
State	Published - Aug 1999
Externally published	Yes

Keywords

1,1,1-Trifluoro-4-bromobut-2-ene
Aldehydes
Allylation
Indium
Tin
Water

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10.1002/(SICI)1099-0690(199908)1999:8<1893::AID-EJOC1893>3.0.CO;2-3

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title = "Tin- and indium-mediated allylation reactions in water: Highly stereoselective synthesis of β-trifluoromethylated homoallylic alcohols",

abstract = "The indium-mediated allylation reaction of aldehydes with 4-bromo- 1,1,1-trifluoro-2-butene in water afforded β-trifluoromethylated homoallylic alcohols in high yields. In most cases, high regio- and excellent diastereoselectivities were obtained.",

keywords = "1,1,1-Trifluoro-4-bromobut-2-ene, Aldehydes, Allylation, Indium, Tin, Water",

author = "Loh, {Teck Peng} and Li, {Xu Ran}",

year = "1999",

month = aug,

doi = "10.1002/(SICI)1099-0690(199908)1999:8<1893::AID-EJOC1893>3.0.CO;2-3",

language = "英语",

pages = "1893--1899",

journal = "European Journal of Organic Chemistry",

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TY - JOUR

T1 - Tin- and indium-mediated allylation reactions in water

T2 - Highly stereoselective synthesis of β-trifluoromethylated homoallylic alcohols

AU - Loh, Teck Peng

AU - Li, Xu Ran

PY - 1999/8

Y1 - 1999/8

N2 - The indium-mediated allylation reaction of aldehydes with 4-bromo- 1,1,1-trifluoro-2-butene in water afforded β-trifluoromethylated homoallylic alcohols in high yields. In most cases, high regio- and excellent diastereoselectivities were obtained.

AB - The indium-mediated allylation reaction of aldehydes with 4-bromo- 1,1,1-trifluoro-2-butene in water afforded β-trifluoromethylated homoallylic alcohols in high yields. In most cases, high regio- and excellent diastereoselectivities were obtained.

KW - 1,1,1-Trifluoro-4-bromobut-2-ene

KW - Aldehydes

KW - Allylation

KW - Indium

KW - Tin

KW - Water

UR - http://www.scopus.com/inward/record.url?scp=0032768415&partnerID=8YFLogxK

U2 - 10.1002/(SICI)1099-0690(199908)1999:8<1893::AID-EJOC1893>3.0.CO;2-3

DO - 10.1002/(SICI)1099-0690(199908)1999:8<1893::AID-EJOC1893>3.0.CO;2-3

M3 - 文章

AN - SCOPUS:0032768415

SN - 1434-193X

SP - 1893

EP - 1899

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 8

ER -

Tin- and indium-mediated allylation reactions in water: Highly stereoselective synthesis of β-trifluoromethylated homoallylic alcohols

Abstract

Keywords

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