Li Lianhai, Navasero Neenah
Department of Medicinal Chemistry, Merck Frosst Centre for Therapeutic Research, PO Box 1005, Pointe-Claire-Dorval, Quebec, Canada H9R 4P8.
Org Lett. 2004 Sep 2;6(18):3091-4. doi: 10.1021/ol048892l.
[reaction: see text] A two-step approach that involves the synthesis of vinylsilane from allyl(isopropoxy)dimethylsilane (6) and the subsequent Pd-catalyzed cross-coupling of the resulting vinylsilane is applied in developing a novel diversity-oriented, three-component synthesis to homoallylic alcohols of common structure 1. Upon treatment of 6 with s-BuLi, the silylallylmetal 5 is generated and reacted with carbonyl compounds to produce functionalized vinylsilanes, which can couple with aryl/vinyl halides in the presence of palladium catalyst to afford 1.
[反应：见正文] 一种两步法被用于开发一种新颖的、面向多样性的、合成具有共同结构1的高烯丙醇的三组分合成方法。该方法包括由烯丙基（异丙氧基）二甲基硅烷（6）合成乙烯基硅烷，以及随后对所得乙烯基硅烷进行钯催化的交叉偶联。用仲丁基锂处理6时，会生成甲硅烷基烯丙基金属5，它与羰基化合物反应生成官能化的乙烯基硅烷，该乙烯基硅烷在钯催化剂存在下可与芳基/乙烯基卤化物偶联得到1。
