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Stereoselective synthesis of 1,4-dienylsilanes via hydromagnesiation of alkynylsilanes

Hydromagnesiation of alkynylsilanes 1 gave (Z)-?-silylvinyl Grignard reagents 2, which underwent coupling reaction with allylic chlorides 3 to give stereoselectively 1,4-dienylsilanes 4 in good yields: the products 4 can undergo the desilylation reaction in the presence of a catalytic amount of hydr... Full description

Journal Title: Journal of Chemical Research Dec 2003, Vol.2003(12), p.780
Main Author: Zhao, Hong
Other Authors: Hao, Wenyan , Cai, Mingzhong , Zhou, Zhou
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 17475198 ; E-ISSN: 20476507 ; DOI: 10.3184/030823403322840369
Link: http://search.proquest.com/docview/1241911211/?pq-origsite=primo
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recordid: proquest1241911211
title: Stereoselective synthesis of 1,4-dienylsilanes via hydromagnesiation of alkynylsilanes
format: Article
creator:
  • Zhao, Hong
  • Hao, Wenyan
  • Cai, Mingzhong
  • Zhou, Zhou
subjects:
  • Hydromagnesiation
  • Alkynylsilane
  • 1,4-Dienylsilane
  • 1,4-Diene
ispartof: Journal of Chemical Research, Dec 2003, Vol.2003(12), p.780
description: Hydromagnesiation of alkynylsilanes 1 gave (Z)-?-silylvinyl Grignard reagents 2, which underwent coupling reaction with allylic chlorides 3 to give stereoselectively 1,4-dienylsilanes 4 in good yields: the products 4 can undergo the desilylation reaction in the presence of a catalytic amount of hydriodic acid to afford stereoselectively 1,4-dienes 5 in high yields.
language: eng
source:
identifier: ISSN: 17475198 ; E-ISSN: 20476507 ; DOI: 10.3184/030823403322840369
fulltext: no_fulltext
issn:
  • 17475198
  • 1747-5198
  • 20476507
  • 2047-6507
url: Link


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descriptionHydromagnesiation of alkynylsilanes 1 gave (Z)-?-silylvinyl Grignard reagents 2, which underwent coupling reaction with allylic chlorides 3 to give stereoselectively 1,4-dienylsilanes 4 in good yields: the products 4 can undergo the desilylation reaction in the presence of a catalytic amount of hydriodic acid to afford stereoselectively 1,4-dienes 5 in high yields.
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abstractHydromagnesiation of alkynylsilanes 1 gave (Z)-?-silylvinyl Grignard reagents 2, which underwent coupling reaction with allylic chlorides 3 to give stereoselectively 1,4-dienylsilanes 4 in good yields: the products 4 can undergo the desilylation reaction in the presence of a catalytic amount of hydriodic acid to afford stereoselectively 1,4-dienes 5 in high yields.
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doi10.3184/030823403322840369
urlhttp://search.proquest.com/docview/1241911211/
pages780-781
date2003-12-01
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