Exploring benzylic gem-C(sp³)-boron-silicon and boron-tin centers as a synthetic platform.

ABSTRACT: A stepwise build-up of multi-substituted C_sp³ carbon centers is an attractive, conceptually simple, but often synthetically challenging type of disconnection. To this end, this report describes how gem-α,α-dimetalloid-substituted benzylic reagents bearing boron/silicon or boron/tin substituent sets are an excellent stepping stone towards diverse substitution patterns. These gem-dimetalloids were readily accessed, either by known carbenoid insertion into C-B bonds or by the newly developed scalable deprotonation/metallation approach. Highly chemoselective transformations of either the C-Si (or C-Sn) or the C-B bonds in the newly formed gem-C_sp³ centers have been achieved through a set of approaches, with a particular focus on

SUBMITTER: Chen WW 

PROVIDER: S-EPMC8356736 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature