Iridium-catalyzed asymmetric ring-opening reactions of azabenzonorbornadiene with carboxylic acid nucleophiles

Abstract

(ProQuest: ... denotes formulae and/or non-USASCII text omitted; see image)

Iridium-catalyzed asymmetric ring-opening reaction of ......-substituted azabenzonorbornadienes with various carboxylic acids has been developed. The ring-opening reaction offered trans-1,2-dihydronaphthalene products containing an allylic carboxylate moiety in moderate yields (up to 89 %) with high enantioselectivities (up to 96 %). The trans-configuration of the products was confirmed by X-ray crystallography.

[Figure not available: see fulltext.][PUBLICATION ABSTRACT]