Direct one step mono-functionalisation of symmetrical 1,2-diols

被引：29

作者：

Clarke, PA

Holton, RA

Kayaleh, NE

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] Florida State Univ, Dittmer Lab Chem, Tallahassee, FL 32306 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 15期

关键词：

acylation; lanthanides; diols; desymmetrisation;

D O I：

10.1016/S0040-4039(00)00224-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mono-functionalisation of meso- and C-2-symmetric diols has been achieved via the use of a new lanthanide(III) chloride catalysed acylation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：2687 / 2690

页数：4

共 9 条

[1] Scandium(III) or lanthanide(III) triflates as recyclable catalysts for the direct acetylation of alcohols with acetic acid [J].

Barrett, AGM ;

Braddock, DC .

CHEMICAL COMMUNICATIONS, 1997, (04) :351-352

[2] A new method of regioselective protection of primary alcoholic function with rare earths salts. [J].

Bianco, A ;

Brufani, M ;

Melchioni, C ;

Romagnoli, P .

TETRAHEDRON LETTERS, 1997, 38 (04) :651-652

[3] NOVEL METHODS FOR THE PREPARATION OF PARTIALLY ACETYLATED CARBOHYDRATES [J].

HANESSIAN, S ;

KAGOTANI, M .

CARBOHYDRATE RESEARCH, 1990, 202 :67-79

[4] Protection of the C(7) and C(10) hydroxyl groups in 10-deacetyl baccatin III [J].

Holton, RA ;

Zhang, ZM ;

Clarke, PA ;

Nadizadeh, H ;

Procter, DJ .

TETRAHEDRON LETTERS, 1998, 39 (19) :2883-2886

[5] COBALT(II) CHLORIDE CATALYZED ACYLATION OF ALCOHOLS WITH ACETIC-ANHYDRIDE - SCOPE AND MECHANISM [J].

IQBAL, J ;

SRIVASTAVA, RR .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (07) :2001-2007

[6] SCANDIUM TRIFLUOROMETHANESULFONATE AS AN EXTREMELY ACTIVE ACYLATION CATALYST [J].

ISHIHARA, K ;

KUBOTA, M ;

KURIHARA, H ;

YAMAMOTO, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (15) :4413-4414

[7] A NEW AND EFFICIENT ESTERIFICATION REACTION VIA MIXED ANHYDRIDES BY THE PROMOTION OF A CATALYTIC AMOUNT OF LEWIS-ACID [J].

MIYASHITA, M ;

SHIINA, I ;

MIYOSHI, S ;

MUKAIYAMA, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (05) :1516-1527

[8] SELECTIVE MONOACYLATION OF 1,NORMAL-DIOLS CATALYZED BY METALLIC SULFATES SUPPORTED ON SILICA-GEL [J].

NISHIGUCHI, T ;

TAYA, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (25) :9102-9103

[9] Dual activation in the esterification of hindered alcohols with anhydrides using MgBr2 and a tertiary amine [J].

Vedejs, E ;

Daugulis, O .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (17) :5702-5703

← 1 →