Stereoelectronic Model To Explain Highly Stereoselective Reactions of Seven-Membered-Ring Oxocarbenium-Ion Intermediates.

ABSTRACT: Nucleophilic attack on seven-membered-ring oxocarbenium ions is generally highly stereoselective. The preferred mode of nucleophilic attack forms the product in a conformation that minimizes transannular interactions, thus leading to different stereoselectivity as compared to that of reactions involving six-membered-ring oxocarbenium ions.

SUBMITTER: Beaver MG 

PROVIDER: S-EPMC4811184 | biostudies-literature | 2016 Jan

REPOSITORIES: biostudies-literature