HIGHLY REGIOSELECTIVE 7-ENDO-ARYL RADICAL CYCLIZATION - SYNTHESIS OF OCTAHYDRO-2H-DIBENZO[A,D]CYCLOHEPTENES

被引：35

作者：

GHOSH, AK ^{[1
]}

GHOSH, K ^{[1
]}

PAL, S ^{[1
]}

CHATAK, UR ^{[1
]}

机构：

[1] INDIAN ASSOC CULTIVAT SCI, DEPT ORGAN CHEM, CALCUTTA 700032, W BENGAL, INDIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 09期

关键词：

D O I：

10.1039/c39930000809

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient 7-endo-trig-aryl radical cyclisation of the alkene 6 and the vinylcyclohexanols 11a-d with tri-n-butyltin hydride leading to the respective octahydro-2H-dibenzo[a,d]cycloheptene derivatives 7 and 8 and 12a-d is reported.

引用

页码：809 / 811

页数：3

共 26 条

[1] CASCADE COBALT GROUP TRANSFER - RADICAL TRAPPING - TANDEM RADICAL CYCLIZATION REACTIONS IN SYNTHESIS [J].

ALI, A ;

HARROWVEN, DC ;

PATTENDEN, G .

TETRAHEDRON LETTERS, 1992, 33 (20) :2851-2854

[2]

BANIK BK, 1986, J CHEM RES-S, P406

[3]

BANIK BK, 1986, J CHEM RES M, P3391

[4] AN ACYL RADICAL INITIATED TANDEM 7-ENDO/5-EXO RADICAL CYCLIZATION APPROACH TO ENANTIOMERICALLY PURE BICYCLO[5.3.0]DECAN-2-ONES [J].

BATTY, D ;

CRICH, D .

TETRAHEDRON LETTERS, 1992, 33 (07) :875-878

[5] REGIO-SELECTIVITY AND STEREO-SELECTIVITY OF ALKENYL RADICAL RING-CLOSURE - A THEORETICAL-STUDY [J].

BECKWITH, ALJ ;

SCHIESSER, CH .

TETRAHEDRON, 1985, 41 (19) :3925-3941

[6] Intramolecular Addition In Hex-5-enyl, Hept-6-enyl, and Oct-7-enyl Radicals [J].

Beckwith, Athelstan L. J. ;

Moad, Graeme .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (12) :472-473

[7] INTRAMOLECULAR ACYL RADICAL ALKENE ADDITION-REACTIONS - MACROCYCLIZATION REACTIONS [J].

BOGER, DL ;

MATHVINK, RJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (10) :4008-4011

[8] THE SYNTHESIS OF BICYCLIC AND TRICYCLIC RING-SYSTEMS BY RADICAL CYCLIZATION REACTIONS OF OXIME ETHERS [J].

BOOTH, SE ;

JENKINS, PR ;

SWAIN, CJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (18) :1248-1249

[9] PYRROLIZIDINONE AND INDOLIZIDINONE SYNTHESIS - GENERATION AND INTRAMOLECULAR ADDITION OF ALPHA-ACYLAMINO RADICALS TO OLEFINS AND ALLENES [J].

BURNETT, DA ;

CHOI, JK ;

HART, DJ ;

TSAI, YM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (26) :8201-8209

[10] RADICAL MACROCYCLIZATIONS IN SYNTHESIS - A NEW APPROACH TO MUKULOL AND MARINE CEMBRANOLIDE LACTONES [J].

COX, NJG ;

PATTENDEN, G ;

MILLS, SD .

TETRAHEDRON LETTERS, 1989, 30 (05) :621-624

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