烯丙基砜作为钯催化锌-烯环化反应中烯丙基锌的前体：对映体纯（-）-赤藓二烯的高效合成。
Allyl sulfones as precursors to allylzincs in the palladium-catalyzed zinc-ene cyclization: highly efficient synthesis of enantiopure (-)-erythrodiene.
作者信息
Deng Kai, Chalker Justin, Yang Ao, Cohen Theodore
机构信息
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
出版信息
Org Lett. 2005 Aug 18;7(17):3637-40. doi: 10.1021/ol051049i.
PMID:16092838
Abstract
Easily prepared allyl phenyl sulfones, capable of introduction of the alkene by electrophilic alpha-substitution, are superior to allyl acetates as substrates for Pd-catalyzed Zn-ene cyclizations, providing C5 or C(4)N rings with cis-1,2-vinyl and -CH(2)Zn substituents. Several examples, with different methods of substrate preparation, are presented. [reaction: see text]
摘要
易于制备的烯丙基苯基砜能够通过亲电α-取代引入烯烃，作为钯催化的锌-烯环化反应的底物，其优于乙酸烯丙酯，可提供具有顺式-1,2-乙烯基和-CH₂Zn取代基的C5或C(4)N环。文中给出了几个采用不同底物制备方法的示例。[反应：见正文]
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