Abstract
Steroid family has various bioactivities and characteristic polycyclic structure. Although several synthetic methods have been reported, more efficient way is desired for medicinal chemistry. In this Letter, we synthesized pseudoenantiomers of tricyclic enones toward both enantiomers for ABC-ring moiety of steroids utilizing d-mannitol as a chiral source. The key steps are radical domino cyclization of polyalkenyl-β-keto ester into tricyclic keto ester and subsequent dealkoxycarbonylation.
Original language | English |
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Pages (from-to) | 3189-3191 |
Number of pages | 3 |
Journal | Tetrahedron Letters |
Volume | 55 |
Issue number | 20 |
DOIs | |
Publication status | Published - 2014 May 14 |
Externally published | Yes |
Keywords
- Dealkoxycarbonylation
- Domino reaction
- Radical cyclization
- Steroid
- β-Keto ester
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry