TOTAL SYNTHESIS OF MODIFIED STEROIDS .I. 8BETA-METHYL-D-HOMO-B-NORESTRANES

被引：11

作者：

FRANCE, DJ

HAND, JJ

LOS, M

机构：

[1] Chemical Research and Development Laboratories, Agricultural Division, American Cyanamid Co., Princeton, NJ

来源：

TETRAHEDRON | 1969年 / 25卷 / 17期

关键词：

D O I：

10.1016/S0040-4020(01)82935-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of a variety of 8β-methyl-d-homo-B-norestranes is described. Reduction of the C-9 (11) double bond gives stereospecifically the 9β-isomer as determined by the complete X-ray analysis of a bromo derivative. Estranes differing only in their stereochemistry at C-14 can be prepared by initial reduction of tricyclic intermediates 5a and 12 followed by cyclization to yield 26 and 27. © 1969.

引用

页码：4011 / &

共 23 条

[1] SYNTHESES OF DERIVATIVES OF OESTRANE AND U9-NORSTEOIDS FROM 6-METHOXY-TETRALONE AND 6-HYDROXYTETRALONE
ANANCHENKO, SN
RZHEZNIKOV, VN
TORGOV, IV
LIMANOV, VY
LEONOV, VN
[J]. TETRAHEDRON, 1962, 18 (DEC) : 1355 - +
[2] ANANCHENKO SN, 1960, DOKL AKAD NAUK SSSR+, V135, P73
[3] APPLEZWIG N, 1964, STEROID DRUGS, V2
[4] BEYERMAN HC, 1963, J CHEM SOC, P755
[5] BHACCA NS, 1964, APPLICATIONS NMR SPE, P148
[6] BHACCA NS, 1964, APPLICATIONS NMR SPE, P50
[7] Counsell RE., 1962, J ORG CHEM, V27, P248, DOI [DOI 10.1021/JO01048A060, 10.1021/jo01048a060]
[8] DOUGLAS GH, 1963, J CHEM SOC, P975
[9] HOUSE HO, 1965, MODERN SYNTHETIC REA, P202
[10] HOUSE HO, 1965, MODERN SYNTHETIC REA, P196

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