Stereoselective syntheses of unnatural steroidal C(20R) aldehydes by ionic hydrogenation of C-20 tertiary alcohols
| Title | Stereoselective syntheses of unnatural steroidal C(20R) aldehydes by ionic hydrogenation of C-20 tertiary alcohols |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | Shingate, BB, Hazra, BG, Pore, VS, Gonnade, RG, Bhadbhade, MM |
| Journal | Tetrahedron Letters |
| Volume | 47 |
| Issue | 52 |
| Pagination | 9343-9347 |
| Date Published | DEC |
| Type of Article | Article |
| ISSN | 0040-4039 |
| Keywords | 1, 3-dithiane, ionic hydrogenation, oxidative hydrolysis, stereoselective synthesis, unnatural C-20 aldehydes |
| Abstract | Syntheses of three unnatural steroidal C(20R) aldehydes have been realised from 16-dehydropregnenol one acetate. The salient feature of the synthesis is the ionic hydrogenation of C-20 tertiary alcohols leading to the formation of the C(20R) unnatural isomer with complete stereoselectivity. Oxidative hydrolysis of the dithiane moiety furnished the C(20R) aldehydes. (c) 2006 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2006.10.116 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.347 |
Divison category:
Center for Material Characterization (CMC)
Organic Chemistry
Physical and Materials Chemistry