PIPERIDINIUM TETRATHIOTUNGSTATE AS SULFUR TRANSFER REAGENT - SYNTHESIS OF CYCLIC DISULFIDES

被引：18

作者：

DHAR, P ^{[1
]}

CHIDAMBARAM, N ^{[1
]}

CHANDRASEKARAN, S ^{[1
]}

机构：

[1] INDIAN INST SCI,DEPT ORGAN CHEM,BANGALORE 560012,KARNATAKA,INDIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 06期

关键词：

D O I：

10.1021/jo00032a019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Piperidinium tetrathiotungstate has been found to react with a number of 1,n-dihalo compounds to afford the corresponding cyclic disulfides in good yields, under mild reaction conditions. This new methodology has been used as a key step in the synthesis of (+/-)-lipoic acid (35) and asparagusic acid (37).

引用

页码：1699 / 1702

页数：4

共 25 条

[1]

BACKER HJ, 1937, RECL TRAV CHIM PAY B, V56, P1174

[2] REACTION OF 3,5-DIBROMOCYCLOPENTENE WITH GRIGNARD REAGENTS [J].

BARBER, GW ;

ENGLISH, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (02) :746-749

[3] THE CHEMISTRY OF 1,2-DITHIOLANE (TRIMETHYLENE DISULFIDE) AS A MODEL FOR THE PRIMARY QUANTUM CONVERSION ACT IN PHOTOSYNTHESIS [J].

BARLTROP, JA ;

HAYES, PM ;

CALVIN, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (17) :4348-4367

[4]

BERGSON G, 1964, ARK KEMI, V22, P475

[5]

CASERIO M, 1985, PHOSPHORUS SULFUR, P304

[6] NOVEL ALKYLATION WITH TETRATHIOTUNGSTATES AND TETRATHIOMOLYBDATES - FACILE SYNTHESIS OF DISULFIDES FROM ALKYL-HALIDES [J].

DHAR, P ;

CHANDRASEKARAN, S .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :2998-3000

[7] CORRELATION OF CHIRALITY OF DISULFIDE GROUP WITH ITS MOLECULAR ELLIPTICITY [J].

DODSON, RM ;

NELSON, VC .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (10) :3966-&

[8]

Dougherty G, 1950, J ORG CHEM, V15, P865, DOI [10.1021/jo01150a024, DOI 10.1021/JO01150A024]

[9] CONVENIENT AND STEREOSELECTIVE DITHIOL SYNTHESIS [J].

ELIEL, EL ;

RAO, VS ;

SMITH, S ;

HUTCHINS, RO .

JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (04) :524-526

[10] THE ACTION OF MINERAL ACID ON DIETHYL BIS(HYDROXYMETHYL)MALONATE [J].

FERRIS, AF .

JOURNAL OF ORGANIC CHEMISTRY, 1955, 20 (06) :780-787

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