New approach to the steroid BCD-ring system using tandem radical cyclization

Journal of Organic Chemistry

Volumn 62, Issue 7, 1997, Pages 1912-1913

  Takahashi, Takashi ^a   Tomida, Satoshi ^a   Sakamoto, Yasuharu ^a   Yamada, Haruo ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

11ALPHA HYDROXYPROGESTERONE; PROGESTERONE; STEROID;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030984911     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo962388f     Document Type: Article

References (31)

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30. After separation of the 17α- and 17β-epimers of 7, their tandem radical cyclizations were also examined. The 17β-methyl ketone 7 provided 17 having 17β-acetyl group and the trans-anti-trans relative stereochemistry in the C-ring with more than 74% stereoselectivity, and the 17α-methyl ketone 7 afforded 17 having a 17α-acetyl group and the trans-anti-trans relative stereochemistry in the C-ring with more than 78% stereoselectivity.
31. The authors have deposited atomic coordinates for the BCD-ring system 4 with the Cambridge Crystallographic Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.