Abstract
This Letter describes synthetic studies on (-)-scabronine A utilizing a new chiral building block successfully prepared via the catalytic asymmetric intramolecular cyclopropanation (IMCP) of an α-diazo-β-keto sulfone. The crucial transformations in this study are the coupling reaction of two fragments between the positions adjacent to a quaternary carbon center, the intramolecular aldol reaction, the C14 hydroxyl-directed hydrogenation, and the ring-expansion reaction to furnish the 5-6-7 tricyclic cyathane skeleton.
Original language | English |
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Pages (from-to) | 1518-1522 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 49 |
Issue number | 9 |
DOIs | |
Publication status | Published - 2008 Feb 25 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry