Tetrahedron

Stereochemistry in the 1, 2-hydrogen migration to a divalent carbon

Y Yamamoto, I Moritani

Index: Yamamoto,Y.; Moritani,I. Tetrahedron, 1970 , vol. 26, p. 1235 - 1242

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Citation Number: 20

Abstract

The trans/cis ratios of the olefins obtained by both the carbenic and cationic decomposition of the diazo compounds R1CN2CH2R2, in which both R1 and R2 are the alkyl, aryl, or carboethoxy groups, have been determined. In the alkyl and aryl cases the trans-olefins were produced predominantly, whereas in the carboethoxy case the cis-olefin was formed preferentially. These stereochemical results were successfully explained by considering ...