STUDIES ON VITAMIN-D (CALCIFEROL) AND ITS ANALOGS .27. THERMAL REARRANGEMENT OF VINYLALLENES - SYNTHESIS OF 3-DEOXY-1-ALPHA-HYDROXY-14-EPIPREVITAMIN-D3

被引:25
作者
JEGANATHAN, S
JOHNSTON, AD
KUENZEL, EA
NORMAN, AW
OKAMURA, WH
机构
[1] UNIV CALIF RIVERSIDE, DEPT CHEM, RIVERSIDE, CA 92521 USA
[2] UNIV CALIF RIVERSIDE, DEPT BIOCHEM, RIVERSIDE, CA 92521 USA
关键词
D O I
10.1021/jo00186a015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:2152 / 2158
页数:7
相关论文
共 28 条
[1]   STUDIES ON VITAMIN-D (CALCIFEROL) AND ITS ANALOGS .18. THE VINYLALLENE APPROACH TO THE 1-HYDROXYVITAMIN-D SYSTEM - NEW SIGMATROPIC REACTIONS IN THE VITAMIN-D SERIES [J].
CONDRAN, P ;
HAMMOND, ML ;
MOURINO, A ;
OKAMURA, WH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (20) :6259-6267
[2]  
De Luca H F, 1979, Top Curr Chem, V83, P1
[3]   UBER STEROIDE UND SEXUALHORMONE .190. UBER EINE SYNTHESE DES DELTA-8,14 - 12,13-8,11-DIMETHYL-1,7-DIOXO-DECAHYDRO-PHENANTHRENS [J].
ESCHENMOSER, A ;
SCHREIBER, J ;
JULIA, SA .
HELVETICA CHIMICA ACTA, 1953, 36 (02) :482-488
[4]  
Fieser L F., 1959, STEROIDS
[5]   CHEMISTRY OF VITAMIN-D - HORMONAL CALCIFEROLS [J].
GEORGHIOU, PE .
CHEMICAL SOCIETY REVIEWS, 1977, 6 (01) :83-107
[6]   STUDIES ON VITAMIN-D (CALCIFEROL) AND ITS ANALOGS .26. EFFECT OF 7-MEMBERED RING FUSION ON THERMAL PERICYCLIC PROCESSES OF VINYLALLENES AND OTHER SECO STEROIDS RELATED TO A-HOMOVITAMIN-D [J].
GERDES, JM ;
OKAMURA, WH .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4030-4035
[7]   STUDIES ON VITAMIN-D (CALCIFEROL) AND ITS ANALOGS .24. HETEROCALCIFEROLS - NOVEL 3-THIA AND 3-SULFINYL ANALOGS OF 1-ALPHA-HYDROXYVITAMIN-D3 [J].
HACES, A ;
OKAMURA, WH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (22) :6105-6109
[8]   ON THE LITHIUM DIMETHYLCUPRATE INDUCED CONVERSION OF PROPARGYLIC ESTERS INTO ALLENES USING A STEROIDAL C/D FRAGMENT DERIVED FROM VITAMIN-D3 AS A STEREOCHEMICAL PROBE [J].
HACES, A ;
VANKRUCHTEN, EMGA ;
OKAMURA, WH .
TETRAHEDRON LETTERS, 1982, 23 (27) :2707-2710
[9]   STUDIES ON VITAMIN-D (CALCIFEROL) AND ITS ANALOGS .16. SIGMATROPIC REARRANGEMENT OF VINYLALLENES - A NOVEL ROUTE TO 1-HYDROXY VITAMIN D SYSTEM [J].
HAMMOND, ML ;
MOURINO, A ;
OKAMURA, WH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (15) :4907-4908
[10]  
HANEWALD KH, 1961, RECL TRAV CHIM PAY B, V80, P1003