Iron(III)-mediated oxidative cyclisations of cyclopropanone acetals

被引：11

作者：

BookerMilburn, KI ^{[1
]}

Cox, B ^{[1
]}

Mansley, TE ^{[1
]}

机构：

[1] GLAXO WELLCOME RES & DEV LTD,MED RES CTR,STEVENAGE SG1 2NY,HERTS,ENGLAND

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 22期

关键词：

D O I：

10.1039/cc9960002577

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treatment of the cyclopropanone acetals 7 or 11 with three different Fe-III species gives the lactone 9 and the ester 13 respectively via an oxidative cyclopropane cleavage followed by a 5-exo radical cyclisation-abstraction sequence.

引用

页码：2577 / 2578

页数：2

共 7 条

[1] IRON(III) MEDIATED TRANSFORMATIONS OF CYCLOPROPYLTRIMETHYLSILYL ETHERS .1. FREE-RADICAL TANDEM RING EXPANSION-CYCLIZATION REACTIONS FOR THE RAPID CONSTRUCTION OF [N30] BICYCLIC RING-SYSTEMS [J].

BOOKERMILBURN, KI ;

THOMPSON, DF .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (18) :2315-2321

[2]

BOOKERMILBURN KI, 1992, SYNLETT, P809

[3]

BOOKERMILBURN KI, 1993, SYNLETT, P592

[4] SYNTHESIS OF MEDIUM-SIZED BICYCLIC COMPOUNDS BY INTRAMOLECULAR CYCLIZATION OF CYCLIC BETA-KETO RADICALS GENERATED FROM CYCLOPROPANOLS USING MANGANESE(III) TRIS(2-PYRIDINECARBOXYLATE) [J].

IWASAWA, N ;

FUNAHASHI, M ;

HAYAKAWA, S ;

NARASAKA, K .

CHEMISTRY LETTERS, 1993, (03) :545-548

[5]

MORIARTY RM, 1990, TETRAHEDRON LETT, V31, P137

[6]

THOMPSON DF, 1995, THESIS U E ANGLIA

[7] INTRAMOLECULAR AND INTERMOLECULAR OXIDATIVE COUPLING REACTIONS BY A NEW IRON COMPLEX [FE(DMF)3CL2][FECL4] [J].

TOBINAGA, S ;

KOTANI, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (01) :309-&

← 1 →