Reactivity of (E)-1-(tert-Butyldimethyl)silyloxy-3,3-bis(tributylstannyl)-Propene : Syn Selective SE′ Addition to Aldehydes
作者:David Madec、Jean-Pierre Ferezou
DOI:10.1016/s0040-4039(97)01559-1
日期:1997.9
1 as potential 1,3 dianion equivalent has been investigated. Condensation with aldehydes 4a–h, in presence of BF3·OEt2, afforded in high yields the mono-protected diols 5a–h exhibiting an exclusive E configuration of the vinyltin residue. Good to high syn selectivities have been measured, in agreement with an SE′ addition mechanism. Further transformation of the resulting vinyltin moiety of these diols
研究了(E)-1-(叔丁基二甲基)甲硅烷氧基-3,3-双(三丁基锡烷基)丙烯1作为潜在的1,3二价阴离子的反应性。在存在BF 3 ·OEt 2的情况下,与醛4a–h缩合,可以高收率得到单保护的二醇5a–h,表现出乙烯基锡残基的独有E构型。与S E'加成机理相一致,已经测量了良好的合成选择性。已经成功地测试了这些二醇的所得乙烯基锡部分进一步转化成各种官能团。©1997爱思唯尔科学有限公司。