Tin(IV) chloride-chiral pyrogallol derivatives as new lewis acid-assisted chiral bronsted acids for enantioselective polyene cyclization

被引:56
作者
Kumazawa, K
Ishihara, K [1 ]
Yamamoto, H
机构
[1] Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
[2] Univ Chicago, Dept Chem, Chicago, IL 60637 USA
关键词
D O I
10.1021/ol049126h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New Lewis acid-assisted Bronsted acids (LBAs), tin(IV) chloride-2,6-dialkoxyphenols, serve as artificial cyclases for biomimetic polyene cyclization. For example, the enantioselective cyclization of 4-(homogeranyl)toluene using tin(IV) chloride-2,6-di[(1'R,2'R)-trans-2'-(3",5"-xylyl)cyclohexanoxy]-phenol gave a trans-fused tricyclic compound with 85% ee.
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页码:2551 / 2554
页数:4
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