trans-6-aminocyclohept-3-enols, a new designed polyfunctionalized chiral building block for the asymmetric synthesis of 2-substituted-4-hydroxypiperidines

被引：26

作者：

Celestini, P ^{[1
]}

Danieli, B ^{[1
]}

Lesma, G ^{[1
]}

Sacchetti, A ^{[1
]}

Silvani, A ^{[1
]}

Passarella, D ^{[1
]}

Virdis, A ^{[1
]}

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 08期

关键词：

D O I：

10.1021/ol025683x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] trans-6-Aminocyclohept-3-enols 18 and ent-18 are new designed polyfunctionalized chiral building blocks for piperidine alkaloids synthesis and are prepared in high yields from the enzymatically derived cyclohept-3-ene-1,6-diol monoacetate (-)-8. Efficient highly enantioselective syntheses of cis-4-hydroxypipecolic acid (1) and piperidines 3 and 4, in both enantiomeric forms, are described.

引用

页码：1367 / 1370

页数：4

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