EFFICIENT DESYMMETRIZATION OF 1,2-DIOL AND 1,3-DIOL BY DIMETHYLDIOXIRANE

被引：24

作者：

BOVICELLI, P ^{[1
]}

LUPATTELLI, P ^{[1
]}

SANETTI, A ^{[1
]}

MINCIONE, E ^{[1
]}

机构：

[1] UNIV TUSCIA,DABAC,I-01100 VITERBO,ITALY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 17期

关键词：

D O I：

10.1016/0040-4039(95)00419-D

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dimethyldioxirane was used to monooxidize 1,2 and 1,3 sec,sec-diols to the corresponding ketoalcohols, exploiting the inhibiting effect of the formed carbonyl group on the course of the process.

引用

页码：3031 / 3034

页数：4

共 14 条

[1] A CONVENIENT PREPARATION OF ACETONE SOLUTIONS OF DIMETHYLDIOXIRANE [J].

ADAM, W ;

BIALAS, J ;

HADJIARAPOGLOU, L .

CHEMISCHE BERICHTE, 1991, 124 (10) :2377-2377

[2]

Adam W., 1992, ORGANIC PEROXIDES, P195

[3] OXYFUNCTIONALIZATION OF STEROIDS BY DIOXIRANES - SITE AND STEREOSELECTIVE C-14 AND C-17 HYDROXYLATION OF PREGNANE AND ANDROSTANE STEROIDS [J].

BOVICELLI, P ;

LUPATTELLI, P ;

FIORINI, V ;

MINCIONE, E .

TETRAHEDRON LETTERS, 1993, 34 (38) :6103-6104

[4] REGIOSELECTIVE AND STEREOSELECTIVE EPOXIDATION OF STEROIDAL 1,4-DIENE 3-ONES BY DIMETHYLDIOXIRANE - A NEW ACCESS TO A-NORSTEROIDS AND TO A CLASS OF ESTROGEN SYNTHETASE INHIBITORS [J].

BOVICELLI, P ;

LUPATTELLI, P ;

MINCIONE, E .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (15) :4304-4307

[5] NOVEL SYNTHESIS OF ALPHA-HYDROXY KETONES AND GAMMA-KETO OR DELTA-KETO ESTERS FROM CYCLIC IODO CARBONATES AND IODO LACTONES [J].

CARDILLO, G ;

ORENA, M ;

PORZI, G ;

SANDRI, S ;

TOMASINI, C .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (04) :701-703

[6]

DACCOLTI L, 1993, J ORG CHEM, V58, P701

[7] CONVERSION OF ISOCYANATES TO NITRO-COMPOUNDS WITH DIMETHYLDIOXIRANE IN WET ACETONE [J].

EATON, PE ;

WICKS, GE .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (22) :5353-5355

[8] HIGHLY SELECTIVE OXIDATIONS OF DIOLS BY SILVER CARBONATE [J].

FETIZON, M ;

GOLFIER, M ;

LOUIS, JM .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1969, (19) :1102-&

[9]

HASLANGER M, 1974, SYNTHETIC COMMUN, P155

[10]

House HO, 1972, MODERN SYNTHETIC REA, P353

← 1 2 →