Acylation of alcohols with acetic anhydride catalyzed by TaCl5:: Some implications in kinetic resolution

被引：180

作者：

Chandrasekhar, S ^{[1
]}

Ramachander, T ^{[1
]}

Takhi, M ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(98)00465-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

TaCl5 and TaCl5-Silica gel have been effectively used as Lewis acid catalysts for acetylation of alcohols. Also TaCl3-Chiral ligands have been used for kinetic resolution of 2 degrees alcohols albeit in low ees. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3263 / 3266

页数：4

共 13 条

[1] TaCl5-silicagel and TaCl5 as new Lewis acid systems for selective tetrahydropyranylation of alcohols and thioacetalisation, trimerisation and aldolisation of aldehydes.
Chandrasekhar, S
Takhi, M
Reddy, YR
Mohapatra, S
Rao, CR
Reddy, KV
[J]. TETRAHEDRON, 1997, 53 (44) : 14997 - 15004
[2] Solvent free N-alkyl and N-arylimides preparation from anhydrides catalyzed by TaCl5 silica gel
Chandrasekhar, S
Takhi, M
Uma, G
[J]. TETRAHEDRON LETTERS, 1997, 38 (46) : 8089 - 8092
[3] STUDIES DIRECTED TOWARD THE DESIGN OF CHIRAL ACYLATING AGENTS - THE UTILITY OF CHIRAL N-BENZOYLIMIDES IN ENANTIOSELECTIVE ALCOHOL ACYLATION
EVANS, DA
ANDERSON, JC
TAYLOR, MK
[J]. TETRAHEDRON LETTERS, 1993, 34 (35) : 5563 - 5566
[4] GREEN TW, 1991, PROTECTIVE GROUPS OR
[5] COBALT(II) CHLORIDE CATALYZED ACYLATION OF ALCOHOLS WITH ACETIC-ANHYDRIDE - SCOPE AND MECHANISM
IQBAL, J
SRIVASTAVA, RR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (07) : 2001 - 2007
[6] Scandium trifluoromethanesulfonate as an extremely active Lewis acid catalyst in acylation of alcohols with acid anhydrides and mixed anhydrides
Ishihara, K
Kubota, M
Kurihara, H
Yamamoto, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) : 4560 - 4567
[7] Montmorillonite K-10 and KSF as remarkable acetylation catalysts
Li, AX
Li, TS
Ding, TH
[J]. CHEMICAL COMMUNICATIONS, 1997, (15) : 1389 - 1390
[8] PROCOPIOU AP, 1996, CHEM COMMUN, P2625
[9] RUBLE CJ, 1997, J AM CHEM SOC, V119, P1492
[10] TRIBUTYLPHOSPHINE-CATALYZED ACYLATIONS OF ALCOHOLS - SCOPE AND RELATED REACTIONS
VEDEJS, E
BENNETT, NS
CONN, LM
DIVER, ST
GINGRAS, M
LIN, S
OLIVER, PA
PETERSON, MJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) : 7286 - 7288

← 1 2 →