Rodríguez Carmen M, Ravelo José Luis, Martín Víctor S
Instituto Universitario de Bio-Orgánica Antonio González, Universidad de La Laguna, C/Astrofísico Francisco Sánchez, 2, 38206 La Laguna, Tenerife, Spain.
Org Lett. 2004 Dec 9;6(25):4787-9. doi: 10.1021/ol0478739.
[reaction: see text] The stereoselective alkylation of alpha-(phenylsulfonyl)-beta-[(methoxycarbonyl)methyl]-gamma-lactones obtained by the base-induced cyclization of enantiomerically enriched alpha-[(phenylthio)acyl]-alpha,beta-unsaturated esters and ring-closing olefin metathesis (RCM) are the basis of a new approach for gaining access to gamma-lactones that are alpha,beta-fused to medium-sized carbocycles and cyclic ethers.
[反应:见正文] 通过对映体富集的α-[(苯硫基)酰基]-α,β-不饱和酯的碱诱导环化反应得到的α-(苯磺酰基)-β-[(甲氧基羰基)甲基]-γ-内酯的立体选择性烷基化反应以及关环烯烃复分解反应(RCM)是一种获取与中等大小碳环和环醚α,β-稠合的γ-内酯的新方法的基础。