Papilionaceous alkaloids—XXXVIII Contribution to the chemistry and stereochemistry of retamine

Tetrahedron
1960.0

Abstract

Three new bases related to retamine are described: chlororetamine, isoretamine, and chloroisoretamine. Retamine and isoretamine are 8-hydroxy-(+)-sparteine epimers; chlororetamine is an 8-chloro-(+)-sparteine; chloroisoretamine is an 11-chloro-(+)-α-isosparteine. In the transformation of isoretamine to chloroisoretamine the rearrangement is explained by the modern concept of bridge carbonium ion. © 1961.

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