Synthesis of (e)-vinylic tellurides and their transformation into α,β-unsaturated esters and carboxylic acids
作者:Miguel J. Dabdoub、Mauro L. Begnini、Tânia M. Cassol、Palimécio G. Guerrero、Claudio C. Silveira
DOI:10.1016/0040-4039(95)01585-6
日期:1995.10
stereoselectivity at the carbon 1, furnishing (E)-butyltelluro alkenes (64 - 86% yields) and (E)-1-butylteluro-1,3-dienes (68 – 75%, yields) Vinylic tellurides were transformed into α,β-unsaturated esters and carboxylic acids with total retention of the regio- and stereochemistry via vtnyl lithium intermediates
通过将含有末端三键的共轭烯炔的炔烃进行加氢锆化反应而得到的E构型的锆烯基和二烯基在THF中于-78°C的条件下进行C 4 H 9 TeBr或C 4 H 9 Tel处理,从而进行Zr Te交换反应。Zr Te交换反应的进行完全保留了构型,并在碳1上具有完全的立体选择性,从而提供了(E)-丁基碲硬烯烃(64-86%收率)和(E)-1-丁基teluro-1,3-二烯(68) – 75%,得率)乙烯基碲化物通过乙烯基锂中间体被完全转化为α,β-不饱和酯和羧酸,保留了区域和立体化学