INTRAMOLECULAR HYDROGEN MIGRATION OF GEOMETRICALLY CONSTRAINED 3,3-DIPHENYL-2-T-BUTYLOXAZIRIDINE

被引：2

作者：

KAWAMURA, Y

TSUKAYAMA, M

HAYASHI, S

HORIE, T

机构：

来源：

CHEMISTRY LETTERS | 1991年 / 04期

关键词：

D O I：

10.1246/cl.1991.565

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Thermolysis of 3,3-diphenyl-2-t-butyloxaziridine gave benzophenone oxime and isobutylene via the C-O bond fission followed by the intramolecular synchronous hydrogen migration from the t-butyl group without the intervention of the corresponding nitrone.

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页码：565 / 568

页数：4

相关论文

共 12 条

[1] THERMAL ELIMINATION-REACTIONS OF NITRONES .2. MECHANISTIC STUDY BASED ON SUBSTITUENT AND SOLVENT EFFECTS [J].

BOYD, DR ;

NEILL, DC ;

STUBBS, ME .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (01) :30-34

[2] THERMAL ELIMINATION-REACTIONS OF NITRONES .1. APPLICATIONS, LIMITATIONS, AND STEREOCHEMISTRY [J].

BOYD, DR ;

NEILL, DC .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (11) :1308-1313

[3] DYNAMIC STEREOCHEMISTRY OF IMINES AND DERIVATIVES .6. STEREOCHEMISTRY OF PEROXYACID-IMINE ROUTE TO OXAZIRIDINES [J].

BOYD, DR ;

NEILL, DC ;

WATSON, CG ;

JENNINGS, WB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1975, (15) :1813-1818

[4] ARYL SUBSTITUENT EFFECTS UPON THE THERMAL-ISOMERIZATION OF N-ALKYL OXAZIRIDINES TO NITRONES [J].

BOYD, DR ;

COULTER, PB ;

HAMILTON, WJ ;

JENNINGS, WB ;

WILSON, VE .

TETRAHEDRON LETTERS, 1984, 25 (21) :2287-2288

[5]

Cope A. C., ORGANIC REACTIONS, P317

[6] THE PREPARATION AND PROPERTIES OF OXAZIRANES [J].

EMMONS, WD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (21) :5739-5754

[7] KINETIC STUDY OF THERMAL-DECOMPOSITION OF (Z)-N-TERT-BUTYL-ALPHA-PHENYLNITRONE [J].

GOODROW, MH ;

VILLARRE.JA ;

GRUBBS, EJ .

JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3447-3449

[8] KINETICS OF THE THERMAL ISOMERIZATION OF 2-TERT-BUTYL-3-PHENYLOXAZIRANE [J].

HAWTHORNE, MF ;

STRAHM, RD .

JOURNAL OF ORGANIC CHEMISTRY, 1957, 22 (10) :1263-1264

[9] ENOLS FROM NORRISH TYPE-2 CLEAVAGE OF CARBONYL-COMPOUNDS IN SOLUTION [J].

HENNE, A ;

FISCHER, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1976, 15 (07) :435-435

[10] DYNAMIC STEREOCHEMISTRY OF IMINES AND DERIVATIVES .9. MECHANISM OF E-Z ISOMERIZATION IN N-ALKYLIMINES [J].

JENNINGS, WB ;

ALSHOWIMAN, S ;

BOYD, DR ;

CAMPBELL, RM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (13) :1501-1506