手性磷酸催化吲哚与α,β-不饱和酰基膦酸酯的不对称傅克烷基化反应。
Enantioselective Friedel-Crafts alkylation reaction of indoles with alpha,beta-unsaturated acyl phosphonates catalyzed by chiral phosphoric acid.
机构信息
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
出版信息
Chem Commun (Camb). 2010 Jun 21;46(23):4112-4. doi: 10.1039/c000862a. Epub 2010 Mar 16.
DOI:10.1039/c000862a
PMID:20520877
Abstract
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.
摘要
各种吲哚类化合物在 10 mol%手性 BINOL 衍生磷酸和随后与甲醇和 DBU 处理的条件下，与α,β-不饱和酰基膦酸酯进行对映选择性 Friedel-Crafts 烷基化反应，以高收率和高对映选择性得到甲基 3-(吲哚-3-基)丙酸盐。
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