SAPOGENINS AND DIMETHYLDIOXIRANE - A NEW ENTRY TO CHOLESTANES FUNCTIONALIZED AT THE SIDE-CHAIN

被引:30
作者
BOVICELLI, P [1 ]
LUPATTELLI, P [1 ]
FRACASSI, D [1 ]
MINCIONE, E [1 ]
机构
[1] UNIV TUSCIA,DIPARTIMENTO DABAC,I-01100 VITERBO,ITALY
关键词
D O I
10.1016/S0040-4039(00)76004-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and simple opening of the sapogenin spiroketal side chain by DMDO as oxyfunctionalizing agent, with the aim to get an easy approach to steroidal functionalized side chains from natural compounds available in large amounts is reported.
引用
收藏
页码:935 / 938
页数:4
相关论文
共 8 条
[1]   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
[2]   A HIGHLY REGIOSELECTIVE AND STEREOSELECTIVE-C5 OXYFUNCTIONALIZATION OF COPROSTANE STEROIDS BY DIOXIRANES - AN IMPROVED ACCESS TO PROGESTOGEN AND ANDROGEN HORMONES [J].
BOVICELLI, P ;
GAMBACORTA, A ;
LUPATTELLI, P ;
MINCIONE, E .
TETRAHEDRON LETTERS, 1992, 33 (48) :7411-7412
[3]   OXIDATION OF NATURAL TARGETS BY DIOXIRANES - OXYFUNCTIONALIZATION OF STEROIDS [J].
BOVICELLI, P ;
LUPATTELLI, P ;
MINCIONE, E ;
PRENCIPE, T ;
CURCI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (07) :2182-2184
[4]   OXIDATION OF NATURAL TARGETS BY DIOXIRANES .2. DIRECT HYDROXYLATION AT THE SIDE-CHAIN C-25 OF CHOLESTANE DERIVATIVES AND OF VITAMIN-D3 WINDAUS-GRUNDMANN KETONE [J].
BOVICELLI, P ;
LUPATTELLI, P ;
MINCIONE, E ;
PRENCIPE, T ;
CURCI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (19) :5052-5054
[5]  
DONOFRIO F, 1985, SYNTHESIS-STUTTGART, P1159
[6]  
FIESER L, STEROIDS, P547
[7]  
MANN J, 1978, SECONDARY METABOLISM, P129
[8]   DIRECT TRANSFORMATION OF STEROIDAL ETHERS INTO KETONES BY DIMETHYLDIOXIRANE [J].
VAN HEERDEN, FR ;
DIXON, JT ;
HOLZAPFEL, CW .
TETRAHEDRON LETTERS, 1992, 33 (48) :7399-7402