Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., 900 Old Ridgebury Road/P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA.
Org Lett. 2010 Jan 1;12(1):88-91. doi: 10.1021/ol902457m.
The utility of allenyl and propargyl boronates for the propargylation of aldehydes and ketones mediated by zinc is presented. The reaction is catalytic in zinc with allenyl or propargyl borolanes. The propargylation with crystalline and air-stable propargyl diethanolamine boronates was also achieved. A catalytic cycle is proposed, and preliminary mechanistic studies are discussed.
本文介绍了锌介导的烯丙基和炔丙基硼酸酯在醛酮的炔丙基化反应中的应用。该反应在锌催化下,以烯丙基或炔丙基硼酸酯为催化剂,实现了催化循环。此外,还实现了晶体状和空气稳定的炔丙基二乙醇胺硼酸酯的炔丙基化。本文提出了一个催化循环,并讨论了初步的机理研究。