SYNTHESIS OF 3-SUBSTITUTED FURANS

被引：6

作者：

DASILVA, GVJ

PELISSON, MMM

CONSTANTINO, MG

机构：

[1] Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, CEP 14040-901 Ribeirao Preto, SP, Av. Bandeirantes

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 40期

关键词：

D O I：

10.1016/0040-4039(94)85305-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for the preparation of 3-substituted furans starring with the addition of bis(phenylthio)methyllithium to an ester, followed by a sequence consisting of a Wittig reaction, a DIBAL-H reduction and an iodine-mediated cyclization is described.

引用

页码：7327 / 7330

页数：4

共 9 条

[1] RULES FOR RING-CLOSURE [J].

BALDWIN, JE .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) :734-736

[2] NEW ASPECTS IN THE SYNTHESIS OF MONOALKYLFURANS AND DIALKYLFURANS [J].

BOCK, I ;

BORNOWSKI, H ;

RANFT, A ;

THEIS, H .

TETRAHEDRON, 1990, 46 (04) :1199-1210

[3] PHENYLTHIOMETHYLLITHIUM AND BIS(PHENYLTHIO)METHYLLITHIUM [J].

COREY, EJ ;

SEEBACH, D .

JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (12) :4097-&

[4]

DEAN FM, 1963, NATURALLY OCCURING O

[5] SELECTIVELY DEUTERATED AND OPTICALLY-ACTIVE CYCLIC ETHERS [J].

KAWAKAMI, Y ;

ASAI, T ;

UMEYAMA, K ;

YAMASHITA, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (18) :3581-3585

[6]

KOJIMA Y, 1979, TETRAHEDRON LETT, P4577

[7] SYNTHESIS OF 1-METHOXY-2-OXOALKYL PHENYL SULFIDES AND THEIR SYNTHETIC APPLICATION TO 3-SUBSTITUTED FURANS [J].

MANDAI, T ;

TAKESHITA, M ;

MORI, K ;

KAWADA, M ;

OTERA, J .

CHEMISTRY LETTERS, 1983, (12) :1909-1910

[8] SAUREKATALYSE EINER WITTIG-REAKTION [J].

RUCHARDT, C ;

PANSE, P ;

EICHLER, S .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1963, 75 (18) :858-&

[9] FURANS IN SYNTHESIS .3. FURANS AS TERMINATORS IN CATIONIC CYCLIZATION [J].

TANIS, SP ;

HERRINTON, PM .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (24) :4572-4580

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