FREE-RADICAL REACTIONS OF CARBOHYDRATE-DERIVATIVES IN THE SYNTHESIS OF CARBOCYCLIC COMPOUNDS .3. CYCLIZATION OF METHYL 3-O-BENZYL-6-BROMO-4,6-DIDEOXY-2-METHOXYCARBONYLMETHYLENE-ALPHA(BETA)-D-ERYTHRO-HEXOPYRANOSIDES AND METHYL 3,4-DI-O-BENZYL-6-BROMO-6-DEOXY-2-METHOXYCARBONYLMETHYLENE-ALPHA-D-ARABINO-HEXOPYRANOSIDES

被引：3

作者：

SVIRIDOV, AF ^{[1
]}

FROLOV, AB ^{[1
]}

KOCHETKOV, NK ^{[1
]}

机构：

[1] ND ZELINSKII INST ORGAN CHEM,MOSCOW 117913,RUSSIA

来源：

RUSSIAN CHEMICAL BULLETIN | 1995年 / 44卷 / 03期

关键词：

FREE-RADICAL REACTIONS; CARBOHYDRATES; CHIRAL CYCLOPENTANES;

D O I：

10.1007/BF00702406

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The effect of substituent at C(4) of the pyranose ring in 3,4-disubstituted carbohydrate derivatives on the process of their intramolecular free-radical C(2)-C(6) cyclization was demonstrated. The absence of the effect of the C(1) and C(3) centers on the result of cyclization in 4-deoxymonosaccharides was confirmed experimentally.

引用

页码：542 / 546

页数：5

共 6 条

[1] ANISUZZAMAN AKM, 1978, CARBOHYD RES, V61, P511
[2] STEREOSELECTIVE RING-CLEAVAGE OF 3-O-BENZYL-4,6-O-BENZYLIDENEHEXOPYRANOSIDE AND 2,3-DI-O-BENZYL-4,6-O-BENZYLIDENEHEXOPYRANOSIDE DERIVATIVES WITH LIALH4-ALCL3 REAGENT
LIPTAK, A
JODAL, I
NANASI, P
[J]. CARBOHYDRATE RESEARCH, 1975, 44 (01) : 1 - 11
[3] OXIDATION OF ALCOHOLS BY ACTIVATED DIMETHYL-SULFOXIDE - PREPARATIVE, STERIC AND MECHANISTIC STUDY
OMURA, K
SWERN, D
[J]. TETRAHEDRON, 1978, 34 (11) : 1651 - 1660
[4] FREE-RADICAL REACTIONS OF CARBOHYDRATE-DERIVATIVES IN THE SYNTHESIS OF CARBOCYCLIC COMPOUNDS .2. CONVERSION OF 3-METHOXY-4-METHOXYCARBONYLMETHYL-2-OXABICYCLO[2.2.1]HEPTANES INTO THE CORRESPONDING CYCLOPENTANE DERIVATIVES
SVIRIDOV, AF
FROLOV, AB
KOCHETKOV, NK
[J]. RUSSIAN CHEMICAL BULLETIN, 1993, 42 (11) : 1906 - 1908
[5] FREE-RADICAL REACTIONS OF CARBOHYDRATE-DERIVATIVES IN THE SYNTHESIS OF CARBOCYCLIC COMPOUNDS .1. INTRAMOLECULAR C2-C6 CYCLIZATION OF MONOSACCHARIDES - A NEW ROUTE TO SUBSTITUTED CYCLOPENTANES
SVIRIDOV, AF
KOCHETKOV, NK
[J]. BULLETIN OF THE RUSSIAN ACADEMY OF SCIENCES-DIVISION OF CHEMICAL SCIENCE, 1992, 41 (03): : 511 - 517
[6] SVIRIDOV AF, 1987, BIOORG KHIM, V12, P1665

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