ENANTIOSPECIFIC SYNTHESIS OF C-METHYL AZIDOINOSITOLS AND AMINOCYCLITOLS FROM TOLUENE

被引：19

作者：

CARLESS, HAJ

MALIK, SS

机构：

[1] Department of Chemistry Birkbeck College Gordon House, London, WC1H 0PP

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(00)82095-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The total synthesis of the homochiral C-methyl azidoinositols (9), (17) and (20), and the aminocyclitols (10), (18) and (21) from toluene has been achieved, via the key steps of microbial oxidation of toluene and photo-oxidation of the resulting cyclohexadienediol (4).

引用

页码：1135 / 1138

页数：4

共 27 条

[1] SYNTHESIS OF CHIRAL AMINOCYCLITOLS VIA EPOXYEPIMINATION
BRAUN, H
BURGER, W
KRESZE, G
SCHMIDTCHEN, FP
VAERMAN, JL
VIEHE, HG
[J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (06) : 403 - 415
[2] THE BEHAVIOUR OF DERIVATIVES OF 3-4-ANHYDROGALACTOSE TOWARDS ACIDIC REAGENTS .2.
BUCHANAN, JG
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1958, (JUL): : 2511 - 2516
[3] THE BEHAVIOUR OF DERIVATIVES OF 3-4-ANHYDROGALACTOSE TOWARDS ACIDIC REAGENTS .1.
BUCHANAN, JG
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1958, (MAR): : 995 - 1000
[4] PHOTOCHEMICAL ROUTES FROM ARENES TO INOSITOL INTERMEDIATES - THE PHOTO-OXIDATION OF SUBSTITUTED CIS-CYCLOHEXA-3,5-DIENE-1,2-DIOLS
CARLESS, HAJ
BILLINGE, JR
OAK, OZ
[J]. TETRAHEDRON LETTERS, 1989, 30 (23) : 3113 - 3116
[5] THE USE OF CYCLOHEXA-3,5-DIENE-1,2-DIOLS IN ENANTIOSPECIFIC SYNTHESIS
CARLESS, HAJ
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (07) : 795 - 826
[6] TOTAL SYNTHESIS OF ANTIBIOTIC HYGROMYCIN-A
CHIDA, N
OHTSUKA, M
NAKAZAWA, K
OGAWA, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (09) : 2976 - 2983
[7] COX DA, 1977, TOPICS ANTIBIOTIC CH, V1, P1
[8] LANTHANOIDS IN ORGANIC-SYNTHESIS .6. THE REDUCTION OF ALPHA-ENONES BY SODIUM-BOROHYDRIDE IN THE PRESENCE OF LANTHANOID CHLORIDES - SYNTHETIC AND MECHANISTIC ASPECTS
GEMAL, AL
LUCHE, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) : 5454 - 5459
[9] Griffith W. P., 1990, ALDRICHIM ACTA, V23, P13
[10] PREPARATION AND USE OF TETRA-NORMAL-BUTYLAMMONIUM PER-RUTHENATE (TBAP REAGENT) AND TETRA-NORMAL-PROPYLAMMONIUM PER-RUTHENATE (TPAP REAGENT) AS NEW CATALYTIC OXIDANTS FOR ALCOHOLS
GRIFFITH, WP
LEY, SV
WHITCOMBE, GP
WHITE, AD
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (21) : 1625 - 1627

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