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Regioselectivity in catalytic cyclopropanation reactions

✍ Scribed by Michael P. Doyle; Roberta L. Dorow; William H. Tamblyn; William E. Buhro

Book ID
104220815
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
237 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis

Regioselectivities of cyclopropanation reactions with ethyl diazoacetate and monosubstituted dienes correlate linearly with the reaction catalyst and provide definition of the "metal carbene regioselectivity index".

Carbenoid entry into cyclopropanes through catalytic transformations of diazo compounds with olefins is generally acknowledged as occurring by the interaction of an electrophilic metal carbene with an olefin, but the specific details of that interaction remain unresolved.1-6 A broad selection of catalysts suitable for cyclopropanation has been identified. However, the charac-

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