An Approach to the Stereoselective Synthesis of Nidifocene : Regio- and Stereoselective Synthesis of vic-trans-Bromochlorocyclohexane Ring System

(±)-(2R*, 5aS*, 7R*, 8R*, 9aR*)- and (2R*, 5aS*, 7S*, 8S*, 9aR*)-7-Bromo-8-chloro-decahydro-2, 5a-methano-1-benzoxepin (1 and 2), the 11, 11-dedimethyl-7-demethylene derivative of nidifocene and its isomer, were stereoselectively synthesized via the bromohydrin 3 and 4 starting from the exo-diene 14...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1988/08/25, Vol.36(8), pp.2878-2886
Hauptverfasser:	IWATA, CHUZO, AKIYAMA, TOMOHIRO, MIYASHITA, KAZUYUKI
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds, terpenoids, prostaglandins, steroids bromohydrin Chemistry Exact sciences and technology Organic chemistry Preparations and properties Terpenoids
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	(±)-(2R, 5aS, 7R, 8R, 9aR)- and (2R, 5aS, 7S, 8S, 9aR)-7-Bromo-8-chloro-decahydro-2, 5a-methano-1-benzoxepin (1 and 2), the 11, 11-dedimethyl-7-demethylene derivative of nidifocene and its isomer, were stereoselectively synthesized via the bromohydrin 3 and 4 starting from the exo-diene 14.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.36.2878