Nickel-catalyzed [4+3] cycloaddition of ethyl cyclopropylideneacetate and 1,3-dienes

The [4+3] cycloaddition of ethyl cyclopropylideneacetate ( 1) with 1,3-dienes proceeded in the presence of Ni(cod) 2–TOPP (tri- o-biphenylyl phosphite). The reaction provided a new method for the synthesis of cycloheptene derivatives. The mechanism of the reaction was proposed.

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 48; no. 4; pp. 595 - 598
Main Authors Saito, Shinichi, Takeuchi, Kouhei
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.01.2007
Elsevier
Subjects
Chemistry
Chemistry, Organic
Conjugated dienes
Cycloaddition
Cycloheptene
Methylenecyclopropane
Physical Sciences
Science & Technology
Cycloaddition
Cycloheptene
Conjugated dienes
Methylenecyclopropane
conjugated dienes
DIENES
cycloaddition
HETEROCYCLES
3+2+2 COCYCLIZATION
methylenecyclopropane
TRIMETHYLENEMETHANE
DIMERIZATION
ALKYNES
SELECTIVITY
cycloheptene
Online AccessGet full text

Cover

More Information
Summary:The [4+3] cycloaddition of ethyl cyclopropylideneacetate ( 1) with 1,3-dienes proceeded in the presence of Ni(cod) 2–TOPP (tri- o-biphenylyl phosphite). The reaction provided a new method for the synthesis of cycloheptene derivatives. The mechanism of the reaction was proposed.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.11.108