A convenient titanium-mediated intermolecular alkyne-carbonate coupling reaction

Andrzej Wolan; Frédéric Cadoret; Yvan Six

doi:10.1016/j.tet.2009.07.015

A convenient titanium-mediated intermolecular alkyne-carbonate coupling reaction

Andrzej Wolan
, Frédéric Cadoret
, Yvan Six

Centre national de la recherche scientifique
Nicolaus Copernicus University

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

Abstract

A direct diastereoselective titanium-mediated intermolecular coupling of internal alkynes with dialkyl carbonates under Kulinkovich-type reaction conditions is presented. The influence of the structures of the coupling partners on the yields and regioselectivities of this transformation is described.

Original language	English
Pages (from-to)	7429-7439
Number of pages	11
Journal	Tetrahedron
Volume	65
Issue number	36
DOIs	https://doi.org/10.1016/j.tet.2009.07.015
Publication status	Published - 5 Sept 2009

Keywords

Alkyne carboxylation
Metallacycles
Titanium-mediated reactions
α,β-Unsaturated esters

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10.1016/j.tet.2009.07.015

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title = "A convenient titanium-mediated intermolecular alkyne-carbonate coupling reaction",

abstract = "A direct diastereoselective titanium-mediated intermolecular coupling of internal alkynes with dialkyl carbonates under Kulinkovich-type reaction conditions is presented. The influence of the structures of the coupling partners on the yields and regioselectivities of this transformation is described.",

keywords = "Alkyne carboxylation, Metallacycles, Titanium-mediated reactions, α,β-Unsaturated esters",

author = "Andrzej Wolan and Fr{\'e}d{\'e}ric Cadoret and Yvan Six",

year = "2009",

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doi = "10.1016/j.tet.2009.07.015",

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T1 - A convenient titanium-mediated intermolecular alkyne-carbonate coupling reaction

AU - Wolan, Andrzej

AU - Cadoret, Frédéric

AU - Six, Yvan

PY - 2009/9/5

Y1 - 2009/9/5

N2 - A direct diastereoselective titanium-mediated intermolecular coupling of internal alkynes with dialkyl carbonates under Kulinkovich-type reaction conditions is presented. The influence of the structures of the coupling partners on the yields and regioselectivities of this transformation is described.

AB - A direct diastereoselective titanium-mediated intermolecular coupling of internal alkynes with dialkyl carbonates under Kulinkovich-type reaction conditions is presented. The influence of the structures of the coupling partners on the yields and regioselectivities of this transformation is described.

KW - Alkyne carboxylation

KW - Metallacycles

KW - Titanium-mediated reactions

KW - α,β-Unsaturated esters

U2 - 10.1016/j.tet.2009.07.015

DO - 10.1016/j.tet.2009.07.015

M3 - Article

AN - SCOPUS:67949094515

SN - 0040-4020

VL - 65

SP - 7429

EP - 7439

JO - Tetrahedron

JF - Tetrahedron

IS - 36

ER -

A convenient titanium-mediated intermolecular alkyne-carbonate coupling reaction

Abstract

Keywords

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