THE TANDEM BERGMAN-RADICAL CYCLIZATION - A NEW METHOD FOR RING ANNULATION

被引：27

作者：

GRISSOM, JW

CALKINS, TL

机构：

[1] Department of Chemistry, University of Utah, Salt Lake City

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(00)74199-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heating of enediynes 1a, 1b and 2 at 210-degrees-C in a sealed tube in the presence of a hydrogen atom source yields naphthalene derivatives 3a, 3b and 4 in yields of 53-72%.

引用

页码：2315 / 2318

页数：4

共 17 条

[1] CONSECUTIVE RING-CLOSURE AND NEOPHYL REARRANGEMENT OF SOME ALKENYLARYL RADICALS
ABEYWICKREMA, AN
BECKWITH, ALJ
GERBA, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) : 4072 - 4078
[2] BEAU JM, 1991, TETRAHEDRON LETT, V32, P3171
[3] KINETICS AND MECHANISM OF THE EXO CYCLIZATIONS OF OMEGA-FORMYLALKYL RADICALS
BECKWITH, ALJ
HAY, BP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (07) : 2674 - 2681
[4] REACTIVE 1,4-DEHYDROAROMATICS
BERGMAN, RG
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (01) : 25 - 31
[5] HORNER-WADSWORTH-EMMONS REACTION - USE OF LITHIUM-CHLORIDE AND AN AMINE FOR BASE SENSITIVE COMPOUNDS
BLANCHETTE, MA
CHOY, W
DAVIS, JT
ESSENFELD, AP
MASAMUNE, S
ROUSH, WR
SAKAI, T
[J]. TETRAHEDRON LETTERS, 1984, 25 (21) : 2183 - 2186
[6] BORKWICK AD, 1990, TETRAHEDRON LETT, V31, P6911
[7] THE FACILE SYNTHESIS OF A LARGE RING LACTONE BY ACID-CATALYZED CYCLIZATION OF AN (Z)-ENE-DIYNE HYDROXY ACID PRECURSOR
GUILLERM, D
LINSTRUMELLE, G
[J]. TETRAHEDRON LETTERS, 1985, 26 (32) : 3811 - 3812
[8] TOTAL SYNTHESIS OF CALICHEAMICINONE - NEW ARRANGEMENTS FOR ACTUATION OF THE REDUCTIVE CYCLOAROMATIZATION OF AGLYCON CONGENERS
HASELTINE, JN
CABAL, MP
MANTLO, NB
IWASAWA, N
YAMASHITA, DS
COLEMAN, RS
DANISHEFSKY, SJ
SCHULTE, GK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (10) : 3850 - 3866
[9] PARA BENZYNE - GENERATION AS AN INTERMEDIATE IN A THERMAL ISOMERIZATION REACTION AND TRAPPING EVIDENCE FOR 1,4-BENZENEDIYL STRUCTURE
JONES, RR
BERGMAN, RG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (02) : 660 - &
[10] JUST G, 1991, TETRAHEDRON LETT, V32, P5923

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