Matches in SemOpenAlex for { <https://semopenalex.org/work/W2078692246> ?p ?o ?g. }
- W2078692246 endingPage "5635" @default.
- W2078692246 startingPage "5622" @default.
- W2078692246 abstract "A stereoselective total synthesis of naturally occurring 20-epi cholanic acid derivatives has been realized, starting from readily available 16-dehydropregnenolone acetate. The key step of these syntheses involves an ionic hydrogenation of a C-20,22-ketene dithioacetal and deoxygenation of steroidal C-20 tert-alcohols, to set up the unnatural C(20R) configuration with 100% stereoselectivity. The unnatural C-22 aldehydes with C(20R) stereocenters thus obtained were elaborated to 20-epi cholanic acid derivatives. Two derivatives of 20-epi cholanic acid were synthesized and their structures have been confirmed by single crystal X-ray analysis. Catalytic hydrogenation of 16-dehydropregnenolone acetate and 16-dehydropregnenolone in ethanol affords C-5,C-16 tetrahydro products. Crystal structure analysis of one of these products revealed C-5α and C-17α configurations of the hydrogen atoms." @default.
- W2078692246 created "2016-06-24" @default.
- W2078692246 creator A5007649410 @default.
- W2078692246 creator A5073530934 @default.
- W2078692246 creator A5073953015 @default.
- W2078692246 creator A5074071322 @default.
- W2078692246 creator A5077038172 @default.
- W2078692246 date "2007-06-01" @default.
- W2078692246 modified "2023-09-27" @default.
- W2078692246 title "Stereoselective syntheses of 20-epi cholanic acid derivatives from 16-dehydropregnenolone acetate" @default.
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