THE INVENTION OF RADICAL REACTIONS .27. MODIFIED JULIA SYNTHESIS OF OLEFINS USING RADICAL DEOXYGENATION

被引：13

作者：

BARTON, DHR

TACHDJIAN, C

机构：

[1] Department of Chemistry, Texas A and M University, College Station

来源：

TETRAHEDRON | 1992年 / 48卷 / 35期

关键词：

BETA-HYDROXYSULFONE DERIVATIVES; N-HYDROXY-2-THIOPYRIDONE; OLEFIN SYNTHESIS; RADICAL DEOXYGENATION; VISIBLE LIGHT PHOTOLYSIS;

D O I：

10.1016/S0040-4020(01)88251-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Xanthate derivatives of beta-hydroxy sulfones react with methyl radicals generated from the photolysis of N-acetyloxy-2-thiopyridone lo give the corresponding olefin. Under identical conditions a secondary alcohol is transformed into its thiopyridyl derivative.

引用

收藏

页码：7109 / 7120

页数：12

相关论文

共 58 条

[1]

ARMSTRONG A, 1990, SYNLETT, P328

[2] TOTAL SYNTHESIS OF PSEUDOMONIC ACID-C [J].

BARRISH, JC ;

LEE, HL ;

MITT, T ;

PIZZOLATO, G ;

BAGGIOLINI, EG ;

USKOKOVIC, MR .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (18) :4282-4295

[3] RADICALS - THEIR IMPORTANCE IN SYNTHETIC CHEMISTRY AND THEIR RELEVANCE TO BIOLOGY [J].

BARTON, D ;

ZARD, SZ .

PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY OF LONDON SERIES B-BIOLOGICAL SCIENCES, 1985, 311 (1152) :505-516

[4]

Barton D. H. R., 1990, ALDRICHIM ACTA, V23, P3

[5]

BARTON DHR, 1991, SYNLETT, P435

[6] NEW AND IMPROVED METHODS FOR THE RADICAL DECARBOXYLATION OF ACIDS [J].

BARTON, DHR ;

CRICH, D ;

MOTHERWELL, WB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (17) :939-941

[7] FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .14. FURTHER-STUDIES ON THE MECHANISM OF GIF-TYPE SYSTEMS [J].

BARTON, DHR ;

HALLEY, F ;

OZBALIK, N ;

SCHMITT, M ;

YOUNG, E ;

BALAVOINE, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (18) :7144-7149

[8] THE ROLE OF ORGANIC TELLURIDES AS ACCUMULATORS AND EXCHANGERS OF CARBON RADICALS [J].

BARTON, DHR ;

OZBALIK, N ;

SARMA, JC .

TETRAHEDRON LETTERS, 1988, 29 (50) :6581-6584

[9] SYNTHESIS OF 5',8-CYCLOPURINE AND OF 5',6-CYCLODIHYDROPYRIMIDINE NUCLEOSIDES USING INTRAMOLECULAR RADICAL CYCLIZATION BASED ON THE ARYL TELLURIDE RADICAL EXCHANGE PROCESS [J].

BARTON, DHR ;

GERO, SD ;

QUICLETSIRE, B ;

SAMADI, M ;

VINCENT, C .

TETRAHEDRON, 1991, 47 (45) :9383-9392

[10] THE INVENTION OF RADICAL REACTIONS .21. SIMPLE METHODS FOR THE RADICAL DEOXYGENATION OF PRIMARY ALCOHOLS [J].

BARTON, DHR ;

BLUNDELL, P ;

DORCHAK, J ;

JANG, DO ;

JASZBERENYI, JC .

TETRAHEDRON, 1991, 47 (43) :8969-8984

← 1 2 3 4 5 6 →