Fragmentation of Menthyl- and Neomenthyloxychlorocarbenes: Elimination and Substitution Reactions of Alicyclic Oxychlorocarbenes

Abstract

Fragmentations of menthyloxychlorocarbene (5) and neomenthyloxychlorocarbene (6) follow distinct pathways to (largely) stereochemically retained substitution products from 5 and elimination products from 6, closely resembling the product distributions from deaminations of the corresponding menthyl- and neomenthylamines.