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Synthesis of the optically active bicyclo[4.3.0]nonane derivative, regarded as the CD ring moiety of 12-oxygenated steroids

✍ Scribed by Hidemichi Mitome; Hiroaki Miyaoka; Yasuji Yamada


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
86 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


The optically active bicyclo[4.3.0]nonane derivative, considered to be the CD ring moiety of 12-oxygenated steroids was synthesized in the present study, which involved stereo-controlled formation of bicyclo[2.2.2]octane derivative by sequential Michael reaction, formation of tricyclo[5.2.2.0 2,6 ]undecane derivative by intramolecular pinacol coupling reaction and the C C bond cleavage by retro-aldol reaction.