CERIC AMMONIUM-NITRATE AS A CONVENIENT CATALYST FOR CHEMOSELECTIVE THIOACETALISATION

被引：23

作者：

MANDAL, PK ^{[1
]}

ROY, SC ^{[1
]}

机构：

[1] INDIAN ASSOC CULTIVAT SCI,DEPT ORGAN CHEM,CALCUTTA 700032,W BENGAL,INDIA

来源：

TETRAHEDRON | 1995年 / 51卷 / 28期

关键词：

D O I：

10.1016/0040-4020(95)00399-S

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new mild and chemoselective protection of aldehydes as 1,3-dithiolanes using eerie ammonium nitrate as a catalyst is described. High yields are obtained at room temperature even in the presence of ketones. While alicyclic ketones may also be protected at elevated temperature, aromatic and acyclic ketones remained uneffected.

引用

页码：7823 / 7828

页数：6

共 17 条

[1] MAGNESIUM AND ZINC-CATALYZED THIOKETALIZATION [J].

COREY, EJ ;

SHIMOJI, K .

TETRAHEDRON LETTERS, 1983, 24 (02) :169-172

[2] ANHYDROUS LANTHANUM TRICHLORIDE, A MILD AND CONVENIENT REAGENT FOR THIOACETALIZATION [J].

GARLASCHELLI, L ;

VIDARI, G .

TETRAHEDRON LETTERS, 1990, 31 (40) :5815-5816

[3]

GREEN TW, 1981, PROTECTIVE GROUPS OR

[4]

HAPTMANN H, 1950, J AM CHEM SOC, V72, P1405

[5] SELECTIVE PROTECTION OF CARBONYL-COMPOUNDS - SILICA-GEL TREATED WITH THIONYL CHLORIDE AS AN EFFECTIVE CATALYST FOR THIOACETALIZATION [J].

KAMITORI, Y ;

HOJO, M ;

MASUDA, R ;

KIMURA, T ;

YOSHIDA, T .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (09) :1427-1431

[6]

LOEWANTHAL HJE, 1973, PROTECTIVE GROUPS OR

[7] CERIC AMMONIUM-NITRATE CATALYZED PROTECTION OF ALCOHOLS BY 3,4-DIHYDRO-2H-PYRAN [J].

MAITY, G ;

ROY, SC .

SYNTHETIC COMMUNICATIONS, 1993, 23 (12) :1667-1671

[8]

OLAH GA, 1981, SYNTHESIS-STUTTGART, P282

[9]

Patai S., 1974, CHEM THIOL GROUP

[10] A RAPID MILD AND EFFICIENT METHOD OF THIOACETALIZATION USING ANHYDROUS IRON(III) CHLORIDE DISPERSED ON SILICA-GEL [J].

PATNEY, HK .

TETRAHEDRON LETTERS, 1991, 32 (20) :2259-2260

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