Regioselective etherification of 1,2-O-isopropylidene-4,6-di-O-benzyl myo-inositol

被引：0

作者：

YUAN

机构：

来源：

Chinese Journal of Chemistry | 1996年 / 03期

基金：

中国国家自然科学基金;

关键词：

Regioselective; etherification; myo-inositol; MM and MNDO calculation;

D O I：

暂无

中图分类号：

O625 [芳香族化合物];

学科分类号：

070303 ; 081704 ;

摘要：

During the etherification of 1,2-O-isopropylidene-4,6-di-O-benzyl myo-inositol, the specific regioselectivity on 3- or 5-hydroxyl group was showed to be determined by the nature of the O-alkylating agents used. As demonstrated by MM and MNDO calculation, the regioselectivity of the reaction mentioned can be rationalized by steric and/or electronic effect.

引用

页码：271 / 278

页数：8

共 50 条

[31] Regioselective O-acylation of myo-inositol 1,3,5-orthoesters: dependence of regioselectivity on the stoichiometry of the base
Sureshan, Kana M.
Devaraj, Subramanian
Shashidhar, Mysore S.
TETRAHEDRON, 2009, 65 (13) : 2703 - 2710
[32] Racemic 2,4-di-O-benzoyl-myo-inositol 1,3,5-orthoformate:: a versatile intermediate for the preparation of myo-inositol phosphates
Das, T
Shashidhar, MS
CARBOHYDRATE RESEARCH, 1998, 308 (1-2) : 165 - 168
[33] ISOLATION OF "DI-O-(INDOLE-3-ACETYL)-MYO-INOSITOL AND TRI-O-(INDOLE-3-ACETYL)-MYO-INOSITOL FROM MATURE KERNELS OF ZEA-MAYS
EHMANN, A
BANDURSKI, RS
CARBOHYDRATE RESEARCH, 1974, 36 (01) : 1 - 12
[34] ISOLATION OF "DI-O-(INDOLE-3-ACETYL)-MYO-INOSITOL AND TRI-O-(INDOLE-3-ACETYL)-MYO-INOSITOL FROM MATURE KERNELS OF ZEA-MAYS
EHMANN, A
BANDURSK.RS
PLANT PHYSIOLOGY, 1974, : 58 - 58
[35] Solid and solution state conformations of (±)-3-O-acetyl-1,2:4,5-di-O-isopropylidene-allo-inositol and (±)3-O-acetyl-1,2:4,5-di-O-isopropylidene-6-O-methyl-allo-inositol
Sureshan, KM
Watanabe, Y
CARBOHYDRATE RESEARCH, 2005, 340 (14) : 2311 - 2318
[36] PARA TOLUENESULFONYLATION OF 1,2-O-CYCLOHEXYLIDENE-MYO-INOSITOL
SUAMI, T
OGAWA, S
TANAKA, T
OTAKE, T
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1971, 44 (03) : 835 - +
[37] 1,2-4,5-DI-O-ISOPROPYLIDENE-RIBITOL
BUCK, KW
FOSTER, AB
REES, BH
WEBBER, JM
HARDY, FE
CHEMISTRY & INDUSTRY, 1964, (38) : 1623 - 1624
[38] A reinvestigation of the synthesis and revision of spectral data of 1,2-O-isopropylidene-α-L-sorbofuranose, 1,2:4,6-di-O-isopropylidene-α-L-sorbofuranose and derivatives
Biela-Banas, Anna
Gallienne, Estelle
Martin, Olivier R.
CARBOHYDRATE RESEARCH, 2013, 380 : 23 - 28
[39] THE REGIOSELECTIVE OPENING OF 5-O-BENZYL-1,2/3,4-O-ISOPROPYLIDENE-D-PSICOFURANOSE WITH ORGANOSTANNANES
DILLON, MP
MAAG, H
MUSZYNSKI, DM
TETRAHEDRON LETTERS, 1995, 36 (31) : 5469 - 5470
[40] Preparation of a (±)-1,6-di-O-feruloyl-myo-inositol derivative:: An efficient method for introduction of ferulic acid to 1,6-vicinal hydroxyl groups of myo-inositol
Hosoda, A
Nomura, E
Mizuno, K
Taniguchi, H
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (21): : 7199 - 7201

← 1 2 3 4 5 →