STEREOCONTROLLED RADICAL REACTIONS IN CARBOHYDRATE AND NUCLEOSIDE CHEMISTRY

被引：31

作者：

BARTON, DHR

GERO, SD

QUICLETSIRE, B

SAMADI, M

机构：

[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE

[2] TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 11期

关键词：

D O I：

10.1016/S0957-4166(00)86288-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The radicals, generated by photolysis of 2,3-dimethyl ketals of N-hydroxy-2- thiopyridone uronic esters, reacted stereoselectively with electron deficient olefins leading to highly functionalised chain-elongated pentafuranosides, hexapyranosides and pentafuranosyl-nucleosides through the 4,5 and 4' radicals, respectively.

引用

页码：2123 / 2136

页数：14

共 26 条

[1] BAGETT N, 1982, CARBOHYD RES, V108, P59
[2] NEW REACTIONS FOR USE IN NATURAL-PRODUCTS CHEMISTRY
BARTON, DHR
GERO, SD
QUICLETSIRE, B
SAMADI, M
OZBALIK, N
SARMA, JC
OZBALIK, N
RAMESH, M
[J]. PURE AND APPLIED CHEMISTRY, 1988, 60 (11) : 1549 - 1554
[3] NEW AND IMPROVED METHODS FOR THE RADICAL DECARBOXYLATION OF ACIDS
BARTON, DHR
CRICH, D
MOTHERWELL, WB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (17) : 939 - 941
[4] STEREOSPECIFICITY IN THE SYNTHESIS OF C-5 MODIFIED NUCLEOSIDES USING RADICAL CHEMISTRY - FURANOSIDIC CHAIN-LENGTHENING THROUGH C-4
BARTON, DHR
GERO, SD
QUICLETSIRE, B
SAMADI, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (20) : 1372 - 1373
[5] TOTAL SYNTHESIS OF URACIL ANALOGS OF SINEFUNGIN
BARTON, DHR
GERO, SD
LAWRENCE, F
ROBERTGERO, M
QUICLETSIRE, B
SAMADI, M
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (01) : 63 - 67
[6] SYNTHESIS OF NOVEL ALPHA-AMINO-ACIDS AND DERIVATIVES USING RADICAL CHEMISTRY - SYNTHESIS OF L-ALPHA-AMINO-ADIPIC AND D-ALPHA-AMINO-ADIPIC ACIDS, L-ALPHA-AMINOPIMELIC ACID AND APPROPRIATE UNSATURATED DERIVATIVES
BARTON, DHR
HERVE, Y
POTIER, P
THIERRY, J
[J]. TETRAHEDRON, 1987, 43 (19) : 4297 - 4308
[7] STEREOSELECTIVITY IN RADICAL REACTIONS OF 2'-DEOXYNUCLEOSIDES - A SYNTHESIS OF AN ISOSTERE OF 3'-AZIDO-3'-DEOXYTHYMIDINE-5'-MONOPHOSPHATE (AZT-5'MONOPHOSPHATE)
BARTON, DHR
GERO, SD
QUICLETSIRE, B
SAMADI, M
[J]. TETRAHEDRON LETTERS, 1989, 30 (37) : 4969 - 4972
[8] THE INVENTION OF NEW RADICAL CHAIN REACTIONS .8. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS - A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC-ACIDS
BARTON, DHR
CRICH, D
MOTHERWELL, WB
[J]. TETRAHEDRON, 1985, 41 (19) : 3901 - 3924
[9] INVENTION OF NEW REACTIONS USEFUL IN THE CHEMISTRY OF NATURAL-PRODUCTS
BARTON, DHR
ZARD, SZ
[J]. PURE AND APPLIED CHEMISTRY, 1986, 58 (05) : 675 - 684
[10] STEREOSPECIFICITY IN RADICAL CARBON CARBON BOND FORMATION REACTIONS BASED ON TARTARIC ACID
BARTON, DHR
GATEAUOLESKER, A
GERO, SD
LACHER, B
TACHDJIAN, C
ZARD, SZ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (23) : 1790 - 1792

← 1 2 3 →