Chiral phosphine-catalyzed enantioselective construction of γ-butenolides through substitution of Morita-Baylis-Hillman acetates with 2-trimethylsilyloxy furan
Chiral phosphine-catalyzed enantioselective construction of γ-butenolides through substitution of Morita-Baylis-Hillman acetates with 2-trimethylsilyloxy furan
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DOI：
10.1021/ja802422d
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发表时间：
2008-06-11
影响因子：
15
通讯作者：
Shi, Min
中科院分区：
文献类型：
--
作者：
Jiang, Ying-Qing;Shi, Yong-Ling;Shi, Min
手性多官能膦（R）-N-（2 ′-二苯基膦基-[1，1 ′]联萘-2-基）甲磺酰胺L2或（R）-N-（2 ′-二苯基膦基-[1，1 ′]联萘-2-基）乙酰胺L3在MBH乙酸酯1与2-三甲基甲硅烷氧基呋喃2的取代中是有效的催化剂，从而在水的存在下以良好至优异的产率和对映体过量提供γ-丁烯内酯3。
Chiral multifunctional phosphine (R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl) methanesulfonamide L2 or (R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl) acetamide L3 is an efficient catalyst in the substitutions of MBH acetates 1 with 2-trimethylsilyloxy furan 2 to provide y-butenolides 3 in good to excellent yields and enantiomeric excesses in the presence of water.