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Novel copper hydride-promoted 1,3-rearrangement of α-allenylcyclopropane systems to methylenecyclopentenes

Authors :
Hiroi, Kunio
Kato, Fumiko
Oguchi, Takamasa
Saito, Shinya
Sone, Takanori
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. May2008, Vol. 49 Issue 22, p3567-3569. 3p.
Publication Year :
2008

Abstract

Abstract: α-Allenylcyclopropanedicarboxylates, for which a novel synthetic method has been devised by conjugate addition of a copper hydride (Stryker) reagent to α-cyclopropylpropargylic esters, have been newly found to be smoothly converted to methylenecyclopentene derivatives under mild reaction conditions by further treatment with the copper hydride reagent. The mechanistic pathway is discussed. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404039
Volume :
49
Issue :
22
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
31916417
Full Text :
https://doi.org/10.1016/j.tetlet.2008.04.031