REACTIONS OF EPOXIDES .21. BORON TRIFLUORIDE CATALYSED REARRANGEMENTS OF SOME 3ALPHA-SUBSTITUTED-5,6-OXIDOCHOLESTANES

被引：24
作者：
COXON, JM
HARTSHOR.MP
MUIR, CN
机构：
[1] Department of Chemistry, University of Canterbury, Christchurch
来源：
TETRAHEDRON | 1969年 / 25卷 / 17期
关键词：
D O I：
10.1016/S0040-4020(01)82925-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
3α-Hydroxy-5,6-epoxycholestanes gave 6-hydroxy-3α,10α-oxido-5β-methyl-19-nor compounds in addition to 6-ketones and backbone rearranged Δ13(17)-olefins on BF3-catalysed rearrangement. Similar treatment of 3α-acetoxy-5β,6β-epoxycholestane gave 5α-acetoxy-cholestane-3α,6β-diol. © 1969.
引用
收藏
页码：3925 / &
相关论文
共 22 条
[1]  
BHACCA NS, 1964, APPLICATIONS NMR SPE
[2]  
BLACKETT BN, TO BE PUBLISHED
[3]  
BLACKETT BN, 1969, TETRAHEDRON, V25, P459
[4]   REACTIONS OF EPOXIDES .13. BACKBONE REARRANGEMENT OF 3ALPHA-ACETOXY-4ALPHA,5-EPOXY-5ALPHA-CHOLESTANES WITH LEWIS ACID [J].
BLUNT, JW ;
COXON, JM ;
HARTSHORN, MP ;
KIRK, DN .
TETRAHEDRON, 1967, 23 (04) :1811-+
[5]   REACTIONS OF EPOXIDES .15. BORON TRIFLUORIDE-CATALYSED REARRANGEMENTS OF 5,6-EPOXIDES IN 4,4-DIMETHYLCHOLESTANE SERIES [J].
BLUNT, JW ;
HARTSHOR.MP ;
KIRK, DN .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (06) :635-&
[6]   REACTIONS OF EPOXIDES .V. REARRANGEMENTS OF 5,6-EPOXY-6-METHYL-CHOLESTANES WITH BORON TRIFLUORIDE [J].
BLUNT, JW ;
HARTSHOR.MP ;
KIRK, DN .
TETRAHEDRON, 1965, 21 (03) :559-&
[7]   REACTIONS OF EPOXIDES .9. BORON TRIFLUORIDE CATALYSED REARRANGEMENT OF SOME 3,3-ETHYLENEDIOXY-5,6-EPOXYCHOLESTANES [J].
BLUNT, JW ;
HARTSHORN, MP ;
KIRK, DN .
TETRAHEDRON, 1966, 22 (04) :1421-+
[8]   REACTION OF EPOXIDES .11. A NOVEL BACKBONE REARRANGEMENT OF CHOLESTANE SKELETON [J].
BLUNT, JW ;
HARTSHOR.MP ;
KIRK, DN .
TETRAHEDRON, 1966, 22 (09) :3195-&
[9]   ACID-CATALYSED REACTIONS OF 6BETA-SUBSTITUTED 5ALPHA-HYDROXYSTEROIDS [J].
BLUNT, JW ;
HARTSHORN, MP ;
KIRK, DN .
JOURNAL OF THE CHEMICAL SOCIETY, 1964, (MAR) :1073-&
[10]   STEROIDS .120. SYNTHESIS OF HALOGENATED STEROID HORMONES - NEW ROUTES TO 6-ALPHA-FLUOROTESTOSTERONE AND THE 6-ALPHA-FLUORO AND 6-BETA-FLUORO ANALOGS OF PROGESTERONE - THE SYNTHESIS OF 6-ALPHA-FLUORO AND 6-BETA-FLUORO REICHSTEINS COMPOUND-S AND 6-ALPHA-FLUORODESOXYCORTICOSTERONE AND 6-BETA-FLUORODESOXYCORTICOSTERONE ACETATE [J].
BOWERS, A ;
IBANEZ, LC ;
RINGOLD, HJ .
TETRAHEDRON, 1959, 7 (1-2) :138-152
123