Diastereoselectivity in Mn(III)-promoted 4-exo-trig cyclization of enamides to β-lactams

被引：21

作者：

D'Annibale, A

Nanni, D

Trogolo, C

Umani, F

机构：

[1] Univ La Sapienza, Dipartimento Chim, CNR, Ctr CSCSON, I-00185 Rome, Italy

[2] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 03期

关键词：

D O I：

10.1021/ol991363a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The effect of chiral substituents on the enamide nitrogen atom upon the diastereoselection of the Mn(lll)-mediated 4-exo-trig cyclization to p-lactams was studied. A significant level of diastereoselectivity was achieved when an amino acid ester moiety was included into the enamidic skeleton. The structure of the major diastereoisomer was suggested by semiempirical calculations.

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页码：401 / 402

页数：2

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