RITTER REACTIONS .7. DIVERSE REACTIVITY OF THE 3-AZATRICYCLO[5.3.1.0(4,9)]-UNDEC-2-ENE SYSTEM WITH DIMETHYL ACETYLENEDICARBOXYLATE

被引：8

作者：

UNG, AT ^{[1
]}

BISHOP, R ^{[1
]}

CRAIG, DC ^{[1
]}

SCUDDER, ML ^{[1
]}

YUNUS, J ^{[1
]}

机构：

[1] UNIV NEW S WALES,SCH CHEM,POB 1,KENSINGTON,NSW 2033,AUSTRALIA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1992年 / 45卷 / 03期

关键词：

D O I：

10.1071/CH9920553

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The imine functionality of the 3-azatricyclo[5.3.1.0(4,9)]undec-2-ene derivatives (3a-c) reacts with dimethyl acetylenedicarboxylate to yield the lactam (5), the amino ester (6), and the oxopyrroline (7) respectively. Crystal structures of (6) [C31H34N2O5, Pca2(1), a 17.736(1), b 9.8412(4), c 15.584(1) angstrom, Z 4, R 0.032] and (7) [C33H36N2O6, Pca2(1), a 14.0610(8), b 9.6602(6), c 20.818(1) angstrom, Z 4, R 0.038] were determined. These widely differing modes of reaction result from the nature of the imine C2 substituent present in the starting material (3). Tentative mechanistic explanations are presented.

引用

页码：553 / 565

页数：13

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