BAEYER-VILLIGER OXIDATION OF (3AS AND 3AR, 7AS)-1,2,3A,4,5,6,7,7A-OCTAHYDRO-7A-METHYL [1H]INDEN-1,5-DIONES - SYNTHESIS OF A CHIRAL SYNTHON FOR TOTAL SYNTHESIS OF 14-BETA-ESTRONE

被引:0
作者
DANIEWSKI, AR [1 ]
KIEGIEL, J [1 ]
机构
[1] POLISH ACAD SCI,INST ORGAN CHEM,PL-01224 WARSAW,POLAND
来源
BULLETIN OF THE POLISH ACADEMY OF SCIENCES-CHEMISTRY | 1989年 / 37卷 / 7-8期
关键词
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Regioselectivity of Baeyer-Villiger oxidation of the title compounds 2 and 3 depends on acidity of the reaction medium. Easily accessible compound 2 was transformed into synthon 14 which can be used for total synthesis of 14-beta-estrone.
引用
收藏
页码:277 / 281
页数:5
相关论文
共 8 条
[1]   SOME PRELIMINARY SYNTHETICAL STUDIES WITH 5,6,7,8-TETRA-HYDRO-8-METHYLINDANE-1,5-DIONE [J].
BOYCE, CBC ;
WHITEHURST, JS .
JOURNAL OF THE CHEMICAL SOCIETY, 1960, (NOV) :4547-4553
[2]  
DANIEWSKI AR, 1988, LIEBIGS ANN CHEM, P593
[3]  
DANIEWSKI AR, 1987, SYNTHESIS-STUTTGART, P705
[4]  
DANIEWSKI AR, 1989, LIEBIGS ANN CHEM, P207
[5]   ORGANOSELENIUM CHEMISTRY - FACILE ONE-STEP SYNTHESIS OF ALKYL ARYL SELENIDES FROM ALCOHOLS [J].
GRIECO, PA ;
GILMAN, S ;
NISHIZAWA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08) :1485-1486
[6]   ASYMMETRIC SYNTHESIS OF BICYCLIC INTERMEDIATES OF NATURAL PRODUCT CHEMISTRY [J].
HAJOS, ZG ;
PARRISH, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (12) :1615-1621
[7]   RECENT ADVANCES IN THE TOTAL SYNTHESIS OF STEROIDS VIA INTRAMOLECULAR CYCLOADDITION REACTIONS [J].
KAMETANI, T ;
NEMOTO, H .
TETRAHEDRON, 1981, 37 (01) :3-16
[8]  
OPPOLZER W, 1978, SYNTHESIS-STUTTGART, P793