一种新型手性锍叶立德：乙烯基环丙烷的高对映选择性合成。
A novel chiral sulfonium yilde: highly enantioselective synthesis of vinylcyclopropanes.
作者信息
Ye Song, Huang Zheng-Zheng, Xia Chun-An, Tang Yong, Dai Li-Xin
机构信息
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
出版信息
J Am Chem Soc. 2002 Mar 20;124(11):2432-3. doi: 10.1021/ja0172969.
A newly designed chiral sulfonium allylide, generated in situ from the corresponding sulfonium salt in the presence of KOBu(t), reacted with alpha,beta-unsaturated esters, ketones, amides, and nitriles to afford trans-2-silylvinyl-trans-3-substituted cyclopropyl esters, ketones, amides, and nitriles with outstanding diastereoselectivity and excellent enantioselectivity in good to high yields. A mechanistic rationale is proposed.
一种新设计的手性烯丙基锍叶立德，由相应的锍盐在叔丁醇钾存在下原位生成，与α,β-不饱和酯、酮、酰胺和腈反应，以良好至高收率得到具有出色非对映选择性和优异对映选择性的反式-2-硅基乙烯基-反式-3-取代环丙基酯、酮、酰胺和腈。提出了一种机理解释。
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