FURTHER-STUDIES ON 1,5-BU3SN GROUP-TRANSFER REACTIONS - 1,5-BU3SN GROUP AND 1,5-HYDROGEN ATOM-TRANSFER COMPETITION

被引:20
作者
KIM, SG
LIM, KM
机构
[1] Department of Chemistry Korea Advanced Institute of Science and Technology, Taejon
关键词
D O I
10.1016/S0040-4039(00)74107-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,5-Bu3Sn group transfer is favored over 1,5-hydrogen atom transfer roughly in a ratio of 20:1 1,5-Bu3Sn transfers from carbon to carbon and from enoxy oxygen to carbon are observed for the first time.
引用
收藏
页码:4851 / 4854
页数:4
相关论文
共 31 条
[1]   DYNAMIC MIGRATION OF ORGANOMETALLIC GROUPS IN FREE-RADICAL ADDUCTS OF BENZIL [J].
ALBERTI, A ;
HUDSON, A .
CHEMICAL PHYSICS LETTERS, 1977, 48 (02) :331-333
[2]  
Beckwith A. L. J., 1980, REARRANGEMENTS GROUN, VI, P161
[3]   1,5 ALLYLIC ABSTRACTION, CYCLIZATION - A NEW ROUTE TO 5 MEMBERED CARBOCYCLES [J].
BORTHWICK, AD ;
CADDICK, S ;
PARSONS, PJ .
TETRAHEDRON LETTERS, 1990, 31 (47) :6911-6914
[4]   REGIOSELECTIVE RING-OPENING OF RING-SUBSTITUTED CYCLOPROPYLCARBINYL RADICALS - VARIATION OF THE SUBSTITUENT [J].
CASTAING, M ;
PEREYRE, M ;
RATIER, M ;
BLUM, PM ;
DAVIES, AG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1979, (05) :589-592
[5]   TRANSLOCATION OF RADICAL SITES BY INTRAMOLECULAR 1,5-HYDROGEN ATOM TRANSFER [J].
CURRAN, DP ;
KIM, D ;
LIU, HT ;
SHEN, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5900-5902
[6]   INTRAMOLECULAR HYDROGEN TRANSFER-REACTIONS OF ORTHO-(BROMOPHENYL)DIALKYLSILYL ETHERS - PREPARATION OF RAPAMYCIN-D1 [J].
CURRAN, DP ;
SOMAYAJULA, KV ;
YU, HS .
TETRAHEDRON LETTERS, 1992, 33 (17) :2295-2298
[7]   DIRECTION OF RING-OPENING OF RING-SUBSTITUTED CYCLOPROPYL(STANNYLOXY)-METHYL AND CYCLOPROPYL(HYDROXY)METHYL RADICALS - PREFERENTIAL FORMATION OF PRIMARY ALKYL RADICALS [J].
DAVIES, AG ;
MUGGLETON, B ;
GODET, JY ;
PEREYRE, M ;
POMMIER, JC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (14) :1719-1724
[8]   HOMOLYTIC ABSTRACTION OF ENOLIC HYDROGEN [J].
DAVIES, AG ;
MUGGLETON, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (05) :502-510
[10]   CYCLOPENTANE SYNTHESIS VIA FREE-RADICAL-MEDIATED ADDITION OF FUNCTIONALIZED ALKENES TO SUBSTITUTED VINYLCYCLOPROPANES [J].
FELDMAN, KS ;
ROMANELLI, AL ;
RUCKLE, RE ;
MILLER, RF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (10) :3300-3302