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Asymmetric friedel-crafts alkylations of indoles with ethyl glyoxylate catalyzed by (S)-BINOL-titanium(IV) complex: Direct access to enantiomerically enriched 3-indolyl(hydroxy)acetates

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成果类型:
期刊论文
作者:
Dong, Hong-Ming;Lu, Hai-Hua;Lu, Liang-Qiu;Chen, Cai-Bao;Xiao, Wen-Jing*
通讯作者:
Xiao, Wen-Jing
作者机构:
Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
[Xiao, Wen-Jing] Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Xiao, Wen-Jing] M
Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
语种:
英文
关键词:
(S)-BINOL-titanium(IV) complex;3-indolyl(hydroxy)acetates;Asymmetric catalysis;Friedel-Crafts alkylations
期刊:
ADVANCED SYNTHESIS & CATALYSIS
ISSN:
1615-4150
年:
2007
卷:
349
期:
10
页码:
1597-1603
机构署名:
本校为其他机构
院系归属:
化学学院
摘要:
Enantioselective Friedel-Crafts alkylation reactions of a variety of indoles with ethyl glyoxylate, catalyzed by a chiral (S)-BINOL-Ti(IV) complex (10 mol%), are reported. The corresponding ethyl 3-indolyl(hydroxy)acetates were formed in good yields and with high enantiomeric excess (up to 96%). When methyl pyruvate or p-chlorophenylglyoxal was used, the bisindole compound was obtained in excellent yield. A possible mechanism is p...

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