Enantioselective Friedel-Crafts alkylation reaction of indoles with α,β-unsaturated acyl phosphonates catalyzed by chiral phosphoric acid
Enantioselective Friedel-Crafts alkylation reaction of indoles with α,β-unsaturated acyl phosphonates catalyzed by chiral phosphoric acid
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DOI：
10.1039/c000862a
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发表时间：
2010-01-01
影响因子：
4.9
通讯作者：
Akiyama, Takahiko
中科院分区：
文献类型：
--
作者：
Bachu, Prabhakar;Akiyama, Takahiko
在10 mol%的手性双酚基磷酸存在下，多种吲哚与α、β -不饱和酰基膦酸盐进行了对映选择性Friedel-Crafts烷基化反应，随后用甲醇和DBU处理得到3-（吲哚-3-基）丙酸甲酯，收率高，对映选择性高。
A variety of indoles underwent enantioselective Friedel-Crafts alkylation with alpha,beta-unsaturated acyl phosphonates in the presence of 10 mol% chiral BINOL-based phosphoric acid and subsequent treatment with methanol and DBU to give methyl 3-(indol-3-yl)-propanoates in good yields and with high enantioselectivities.