Free-radical ring contraction of six-, seven-, and eight-membered lactones by a 1,2-shift mechanism.: A kinetic and 17O NMR spectroscopic study

被引：10

作者：

Crich, D

Huang, XH

Beckwith, ALJ

机构：

[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA

[2] Australian Natl Univ, Dept Chem, Canberra, ACT 0200, Australia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 05期

关键词：

D O I：

10.1021/jo982385y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：1762 / 1764

页数：3

共 32 条

[1] ON THE CONFORMATIONS OF LACTONE RINGS
ALLINGER, NL
[J]. PURE AND APPLIED CHEMISTRY, 1982, 54 (12) : 2515 - 2522
[2] MECHANISM OF REARRANGEMENT OF BETA-ACYLOXYALKYL RADICALS
BECKWITH, AL
THOMAS, CB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1973, (06): : 861 - 872
[3] The mechanism of the beta-(acyloxy)alkyl radical rearrangement: Substituent and solvent effects
Beckwith, ALJ
Duggan, PJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (50) : 12838 - 12839
[4] THE MECHANISM OF THE BETA-ACYLOXYALKYL RADICAL REARRANGEMENT - KINETIC AND O-18-LABELING STUDIES
BECKWITH, ALJ
DUGGAN, PJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (10): : 1777 - 1783
[5] Chemistry of β-(acyloxy)alkyl and β-(phosphatoxy)alkyl radicals and related species:: Radical and radical ionic migrations and fragmentations of carbon-oxygen bonds
Beckwith, ALJ
Crich, D
Duggan, PJ
Yao, QW
[J]. CHEMICAL REVIEWS, 1997, 97 (08) : 3273 - 3312
[6] BOYKIN DW, 1989, HETEROCYCLES, V29, P301
[7] CHOI SY, 1999, TETRAHEDRON, P55
[8] EFFECT OF CONFORMATION ON ELECTRONIC ABSORPTION SPECTRUM OF CARBOXYLATE GROUP
CLOSSON, WD
ORENSKI, PJ
GOLDSCHM.BM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (10) : 3160 - &
[9] The beta-(Phosphatoxy)alkyl radical rearrangement. Rate constants, Arrhenius parameters, and structure activity relationships
Crich, D
Jiao, XY
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (28) : 6666 - 6670
[10] CHEMISTRY OF BETA-(PHOSPHATOXY)ALKYL AND BETA-(ACYLOXY)ALKYL RADICALS - MIGRATION REACTIONS - SCOPE AND STEREOSELECTIVITY OF BETA-(PHOSPHATOXY)ALKYL REARRANGEMENT - MECHANISM OF BETA-(PHOSPHATOXY)ALKYL AND BETA-(ACYLOXY)ALKYL MIGRATION
CRICH, D
YAO, QW
FILZEN, GF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (46) : 11455 - 11470

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