Preparation of cyclohexenyl derivatives by the ...

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Title Preparation of cyclohexenyl derivatives by the ring-opening reactions of oxabicyclo[2.2.1] compounds with cuprates
Author(s) Mark Lautens, A. Catherine Smith, Alaa S. Abd-El-Aziz, Alexandre H. Huboux
Journal Tetrahedron letters,
Date 1990
Volume 31
Issue 23
Start page 3253
End page 3256
Abstract The ring-opening reaction of 7-oxabicyclo[2.2.1]hept-5-enes with cuprates is described. SN2′ attack with retention of configuration is the predominant pathway. The ring opening reaction of symmetrical and unsymmetrical 7-oxabicyclo[2.2.1]heptenes using cuprates is described. High yields of cyclohexenyl compounds such as 1 are isolated.
DOI 10.1016/S0040-4039(00)89036-X

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