Abstract
A representative cardenolide 1 was synthesized starting from 17-oxo-14α-H androstane derivative 2 , with the introduction of the hydroxy group into the position 14 prior to construction of the butenolide ring. Key steps of the synthesis involve: (1) hydroxylation of 15-ene-17-one 4 in the 14β-position with SeO 2, (2) oxidative, intramolecular cyclopropane ring formation in malo- nate 7 , (3) regio- and stereoselective opening of the cyclopropane ring in 8 with thiophenolate anion, and (4) acid- catalyzed transformation of acetal 13 into hydroxy aldehyde 14 .
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
