Homologation of organoboronates by iterative carbenoid insertion is an effective method for the synthesis of alkyl chains, but the corresponding homologation using vinyl units remains elusive. Now, a stereoselective vinylene homologation reaction is reported, comprising diastereoselective successive insertion of silyl- and alkoxy-substituted carbenoids into organoboronates, followed by a Peterson-type elimination.
- Miao Chen
- Thomas H. Tugwell
- Guangbin Dong