SELECTIVE ALKYLATIONS OF 1,4/3,6-DIANHYDRO-D-GLUCITOL (ISOSORBIDE)

被引：77

作者：

ABENHAIM, D

LOUPY, A

MUNNIER, L

TAMION, R

MARSAIS, F

QUEGUINER, G

机构：

[1] UNIV PARIS 11,ICMO,REACT SELECT SUPPORTS LAB,CNRS,UA 478,F-91405 ORSAY,FRANCE

[2] INSA,IRCOF,CNRS,URA 1429,F-76131 MONT ST AIGNAN,FRANCE

来源：

CARBOHYDRATE RESEARCH | 1994年 / 261卷 / 02期

关键词：

D O I：

10.1016/0008-6215(94)84022-9

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Each of the two hydroxyl groups of isosorbide can be alkylated selectively, either by direct alkylation with benzyl chloride or allyl bromide according to the reaction conditions, or by a three-step procedure involving selective monoacetylation, alkylation with four different reagents, and finally deacetylation. Monobutyl and monomethyl derivatives from isosorbide are also described.

引用

页码：255 / 266

页数：12

共 27 条

[1] BIOMASS AS A SOURCE OF CHEMICALS .6. SYNTHESIS OF NEW POLYFUNCTIONAL ETHERS OF ISOSORBIDE IN SOLID LIQUID HETEROGENEOUS MIXTURES
ACHET, D
DELMAS, M
GASET, A
[J]. BIOMASS, 1986, 9 (04): : 247 - 254
[2] THE ACETOLYSIS OF SOME CARBOHYDRATE BENZYL ETHERS
ALLERTON, R
FLETCHER, HG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (07) : 1757 - 1760
[3] ASYMMETRIC REDUCTION OF KETONES BY USING COMPLEXES OF LITHIUM TETRAHYDRIDOALUMINATE(III) WITH 1,4=3,6-DIANHYDRO-D-MANNITOL AND "1,3=4,6-DI-O-BENZYLIDENE-D-MANNITOL
BAGGETT, N
STRIBBLEHILL, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (10): : 1123 - 1126
[4] BOMMER R, 1991, LIEBIGS ANN CHEM, P425
[5] CEKOVIC Z, 1989, SYNTHESIS-STUTTGART, P610
[6] ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ESTERS THROUGH HIGH-PRESSURE-INDUCED ADDITION OF AMINES TO ALPHA,BETA-ETHYLENIC ESTERS
DANGELO, J
MADDALUNO, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (25) : 8112 - 8114
[7] EINHORN C, 1989, SYNTHESIS-STUTTGART, P787
[8] ISOSORBIDE - PREPARATION, PROPERTIES AND CHEMISTRY
FLECHE, G
HUCHETTE, M
[J]. STARCH-STARKE, 1986, 38 (01): : 26 - 30
[9] ASYMMETRIC REDUCTION OF KETONES WITH SODIUM-BOROHYDRIDE IN THE PRESENCE OF HYDROXYMONOSACCHARIDE DERIVATIVES
HIRAO, A
MOCHIZUKI, H
NAKAHAMA, S
YAMAZAKI, N
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (10) : 1720 - 1722
[10] 5-DEOXY-5-ALKYL-1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLOFURANOSES AS CHIRAL AUXILIARIES IN ASYMMETRIC 1,4-ADDITION REACTION
HON, YS
CHEN, FL
HUANG, YP
LU, TJ
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (09) : 879 - 882

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