2,3-DICHLORO-5,6-DICYANO-P-BENZOQUINONE AS A MILD AND EFFICIENT CATALYST FOR THE DEPROTECTION OF ACETALS

被引：74

作者：

TANEMURA, K ^{[1
]}

SUZUKI, T ^{[1
]}

HORAGUCHI, T ^{[1
]}

机构：

[1] NIIGATA UNIV,FAC SCI,DEPT CHEM,NIIGATA 95021,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 14期

关键词：

D O I：

10.1039/c39920000979

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In the presence of a catalytic amount of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), acetals are readily hydrolysed to the corresponding aldehydes or ketones in aqueous acetonitrile under neutral conditions.

引用

页码：979 / 980

页数：2

共 10 条

[1] THE SYNTHESIS OF DIHYDROXYACETONE PHOSPHATE [J].

BALLOU, CE ;

FISCHER, HOL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (08) :1659-1661

[2] EXPERIMENTS ON SYNTHESIS OF TETRACYCLINE .11. OXIDATION OF KETONE ACETALS AND ETHERS BY HYDRIDE TRANSFER [J].

BARTON, DHR ;

STRECKERT, G ;

SMITH, G ;

ZURR, D ;

MAGNUS, PD .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (04) :542-+

[3] OXIDATION OF KETONE ACETALS BY HYDRIDE TRANSFER [J].

BARTON, DHR ;

MAGNUS, PD ;

SMITH, G ;

ZURR, D .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (15) :861-&

[4] POLYACETYLENVERBINDUNGEN .22. SYNTHESEN VON POLYIN-KOHLENWASSERSTOFFEN AUS ARTEMISIA VULGARIS [J].

BOHLMANN, F ;

INHOFFEN, E ;

HERBST, P .

CHEMISCHE BERICHTE-RECUEIL, 1957, 90 (08) :1661-1667

[5] REACTION OF ALDEHYDES WITH N-HYDROXYBENZENESULFONAMIDE - ACETAL FORMATION CATALYZED BY NUCLEOPHILES [J].

HASSNER, A ;

WIEDERKE.R ;

KASCHERE.AJ .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (06) :1962-&

[6] RING-CHAIN TAUTOMERISM OF HYDROXY ALDEHYDES [J].

HURD, CD ;

SAUNDERS, WH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (21) :5324-5329

[7] STEREOCONTROLLED TOTAL SYNTHESIS OF (+/-)-NORPATCHOULENOL AND 2 METABOLITES OF PATCHOULI ALCOHOL, (+/-)-HYDROXY PATCHOULI ALCOHOL AND THE CORRESPONDING (+/-)-CARBOXYLIC ACID [J].

NIWA, H ;

HASEGAWA, T ;

BAN, N ;

YAMADA, K .

TETRAHEDRON, 1987, 43 (05) :825-834

[8] DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUP FOR HYDROXY FUNCTION MORE READILY REMOVABLE THAN MPM (P-METHOXYBENZYL) PROTECTING GROUP BY DDQ OXIDATION [J].

OIKAWA, Y ;

TANAKA, T ;

HORITA, K ;

YOSHIOKA, T ;

YONEMITSU, O .

TETRAHEDRON LETTERS, 1984, 25 (47) :5393-5396

[9] 2,3-DICHLORO-5,6-DICYANO-PARA-BENZOQUINONE AS A MILD AND EFFICIENT CATALYST FOR THE TETRAHYDROPYRANYLATION OF ALCOHOLS [J].

TANEMURA, K ;

HORAGUCHI, T ;

SUZUKI, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (01) :304-305

[10] 19-NORSTEROIDE .2. EIN EINFACHES HERSTELLUNGSVERFAHREN FUR 19-NORANDROSTAN-DERIVATE [J].

UEBERWASSER, H ;

KALVODA, J ;

HEUSLER, K ;

ANNER, G ;

WIELAND, P ;

MEYSTRE, C ;

WETTSTEIN, A .

HELVETICA CHIMICA ACTA, 1963, 46 (01) :344-&

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