Mild and efficient tetrahydropyranylation of alcohols-catalysis by lithium percholorate in diethyl ether.

被引：62

作者：

Babu, BS ^{[1
]}

Balasubramanian, KK ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 50期

关键词：

dihydropyran; alcohols protection; lithium perchlorate in diethylether; Lewis acid;

D O I：

10.1016/S0040-4039(98)02087-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of 3,4-dihydro-2H-pyran 1 with various alcohols 2 - 10 furnished the tetrahydropyranyl ethers 11 - 19 in the presence of 5M lithium perchlorate in diethyl ether (5M LPDE), which is essentially a neutral medium. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9287 / 9288

页数：2

共 13 条

[1] TRIPHENYLPHOSPHINE HYDROBROMIDE - A MILD AND EFFICIENT CATALYST FOR TETRAHYDROPYRANYLATION OF TERTIARY ALCOHOLS [J].

BOLITT, V ;

MIOSKOWSKI, C .

TETRAHEDRON LETTERS, 1988, 29 (36) :4583-4586

[2] EASY DIRECT STEREOSELECTIVE AND REGIOSELECTIVE FORMATION OF BETA-HYDROXY NITRILES BY REACTION OF 1,2-EPOXIDES WITH POTASSIUM CYANIDE IN THE PRESENCE OF METAL-SALTS [J].

CHINI, M ;

CROTTI, P ;

FAVERO, L ;

MACCHIA, F .

TETRAHEDRON LETTERS, 1991, 32 (36) :4775-4778

[3]

GREENE TW, 1991, PROTECTIVE GROUPS OR, P31

[4] [1,3] SIGMATROPIC REARRANGEMENT OF ALLYL VINYL ETHERS AT AMBIENT-TEMPERATURE IN 3.0M LITHIUM PERCHLORATE-DIETHYL ETHER [J].

GRIECO, PA ;

CLARK, JD ;

JAGOE, CT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) :5488-5489

[5]

HOYER S, 1986, SYNTHESIS-STUTTGART, P655

[6]

MOINAR A, 1996, TETRAHEDRON LETT, V37, P8597

[7]

OLAH GA, 1985, SYNTHESIS-STUTTGART, P703

[8] Formal [1,3] rearrangement of 2-furylmethyl and 2-thienylmethyl vinyl ethers [J].

Palani, N ;

Balasubramanian, KK .

TETRAHEDRON LETTERS, 1995, 36 (52) :9527-9530

[9]

Paquette L.A., 1995, ENCY REAGENTS ORGANI

[10]

SARASWATHY VG, 1994, J ORG CHEM, V59, P4665

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