Enantioselective construction of quaternary asymmetric carbon centers using an aldol reaction of trimethoxysilyl enol ethers catalyzed by lithium binaphtholate

Enantioselective construction of quaternary asymmetric carbon centers using an aldol reaction of trimethoxysilyl enol ethers catalyzed by lithium binaphtholate
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DOI:
10.1016/j.tetlet.2008.05.004
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发表时间:
2008-07-07
影响因子:
1.8
通讯作者:
Nakajima, Makoto
Nakajima, Makoto
中科院分区:
化学4区
文献类型:
--
作者:
Ichibakase, Tomonori;Orito, Yuya;Nakajima, Makoto

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在(R)-3,3 '-二氯联萘二锂盐催化下,2,2-二取代三甲氧基硅烯醇醚与醛的羟醛缩合反应,以高的反选择性(顺反比约为4:50)和对映选择性(约90%ee)得到了相应的季碳羟醛加成物. (c)2008爱思唯尔有限公司版权所有。
An aldol reaction of 2,2-disubstituted trimethoxysilyl enol ethers with alclehydes catalyzed by a dilithium salt of (R)-3,3'-dichlorobinaphthol afforded the corresponding aldol adducts with quaternary carbon centers in high anti-selectivities (syn:anti = similar to 4:50) and enantioselectivities (similar to 90% ee). (c) 2008 Elsevier Ltd. All rights reserved.