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Synthese und Reaktivität von Estra‐1,3,5,(10)‐trienen mit heterocyclischen Vierringen i...
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Synthese und Reaktivität von Estra‐1,3,5,(10)‐trienen mit heterocyclischen Vierringen in 14,15‐Stellung
作者:
Kurt Ponsold,
Richard Prousa,
期刊:
Journal für Praktische Chemie
(WILEY Available online 1986)
卷期:
Volume 328,
issue 5‐6
页码: 673-681
ISSN:0021-8383
年代: 1986
DOI:10.1002/prac.19863280503
出版商: WILEY‐VCH Verlag GmbH
数据来源: WILEY
摘要:
Synthesis and Reactivity of Estra‐1,3‐5(10)‐trienes with Heterocyclic Four‐Membered Rings in 14,15‐Position3‐Methoxy‐estra‐1,3,5(10),14‐tetraen‐17β‐ol acetate1and ‐17α‐ol acetate2react with chlorosulfonyl isocyanate in stereospecific manner and good yields to 3‐methoxy‐14β,15β‐[3′,4′‐(N‐chlorosulfonyl‐2′‐oxo‐azetidin)]‐estra‐1,3,5(10)‐trien‐17β‐ol acetate3and ‐17α‐ol acetate4, respectively. Hydrolysis of3and4in the presence of reducing agents affords the N‐unsubstituted oxo‐azetidines5and6, reduction of which gives the azetidines9and10. Cleavage of the azetidine ring yields the amino acid derivatives11and15, from which the oxooxetanes12and13and the hyd
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