CYCLIZATIONS AND INTERMOLECULAR ADDITIONS OF ALKOXYCARBONYLOXY RADICALS FROM N-HYDROXYPYRIDINE-2-THIONE CARBONATES

被引：45
作者：
NEWCOMB, M
KUMAR, MU
BOIVIN, J
CREPON, E
ZARD, SZ
机构：
[1] TEXAS A&M UNIV SYST,DEPT CHEM,COLLEGE STN,TX 77843
[2] ECOLE POLYTECH,SYNTH ORGAN LAB,F-91123 PALAISEAU,FRANCE
来源：
TETRAHEDRON LETTERS | 1991年 / 32卷 / 01期
关键词：
D O I：
10.1016/S0040-4039(00)71214-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Alkoxycarbonyloxy radicals from allyl and homoallyl alcohols cyclize in an exo fashion to give, respectively, 3-substituted 1,2-diol carbonates and 4-substituted 1,3-diol carbonates whereas simple alkoxycarbonyloxy radicals add intermolecularly to ethyl vinyl ether to give, ultimately, carbonates of glycolaldehyde derivatives.
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页码：45 / 48
页数：4
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[11]   RATE CONSTANTS AND ARRHENIUS FUNCTION FOR SCAVENGING OF OCTYL RADICAL BY AN N-HYDROXYPYRIDINE-2-THIONE ESTER [J].
NEWCOMB, M ;
KAPLAN, J .
TETRAHEDRON LETTERS, 1987, 28 (15) :1615-1618
[12]   N-HYDROXYPYRIDINE-2-THIONE CARBAMATES .7. INTERMOLECULAR ADDITION AND ADDITION-CYCLIZATION REACTIONS OF AMINIUM CATION RADICALS [J].
NEWCOMB, M ;
KUMAR, MU .
TETRAHEDRON LETTERS, 1990, 31 (12) :1675-1678
[13]   FACILE GENERATION OF DIALKYLAMINYL RADICALS FROM N-HYDROXYPYRIDINE-2-THIONE CARBAMATES - APPLICATION IN KINETIC-STUDIES OF SMALL RING CYCLOALKYLAMINYL RADICAL RING OPENINGS [J].
NEWCOMB, M ;
PARK, SU ;
KAPLAN, J ;
MARQUARDT, DJ .
TETRAHEDRON LETTERS, 1985, 26 (46) :5651-5654
[14]   N-HYDROXYPYRIDINE-2-THIONE CARBAMATES .5. SYNTHESES OF ALKALOID SKELETONS BY AMINIUM CATION RADICAL CYCLIZATIONS [J].
NEWCOMB, M ;
MARQUARDT, DJ ;
DEEB, TM .
TETRAHEDRON, 1990, 46 (07) :2329-2344
[15]   RADICAL REACTIONS IN ORGANIC-SYNTHESIS [J].
RAMAIAH, M .
TETRAHEDRON, 1987, 43 (16) :3541-3676
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