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

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 15期

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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