Catalytic Asymmetric Aldol Reaction of Trimethoxysilyl Enol Ethers Using 2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl·AgF Complex
Catalytic Asymmetric Aldol Reaction of Trimethoxysilyl Enol Ethers Using 2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl·AgF Complex
复制标题
2,2-双(二对甲苯基膦)-1,1-联萘·AgF配合物催化三甲氧基硅基烯醇醚的不对称羟醛反应
DOI：
10.1246/bcsj.74.1477
复制
发表时间：
2001
影响因子：
4
通讯作者：
Hisashi Yamamoto
中科院分区：
文献类型：
--
作者：
A. Yanagisawa;Yoshinari Nakatsuka;K. Asakawa;M. Wadamoto;Hiromi Kageyama;Hisashi Yamamoto
以2，2‘-双(二对甲苯基膦)-1，1’-联萘(p-Tol-BINAP)·AGF络合物为催化剂，实现了三甲氧基硅基烯醇醚催化的不对称Mukaiyam型羟醛缩合反应。在室温下，p-Tol-BINAP和氟化银(I)在甲醇中混合，容易生成手性银(I)催化剂。E-硅基烯醇醚和Z-硅基烯醇醚均具有较高的对映体和对映选择性。在环己酮衍生的三甲氧基硅醇醚的反应中，使用1：1的甲醇和丙酮的混合物作为溶剂，得到了较高的对映选择性。
Catalytic asymmetric Mukaiyama-type aldol reaction using trimethoxysilyl enol ethers was achieved using 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl (p-Tol-BINAP)·AgF complex as a catalyst. The chiral silver(I) catalyst was easily generated by mixing p-Tol-BINAP and silver(I) fluoride in MeOH at room temperature. High syn- and enantioselectivities were obtained from both the E- and Z-silyl enol ethers. Use of a 1 : 1 mixture of MeOH and acetone as a solvent in the reaction of cyclohexanone-derived trimethoxysilyl enol ethers resulted in higher enantioselectivity.
影响因子：
15
作者：
List, B;Lerner, RA;Barbas, CF
通讯作者：
Barbas, CF