1. Synthesis of (−)-Calicoferol B
- Author
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Qin Jiang, Douglass F. Taber, Wei Zhang, Carlton L. Campbell, and Bei Chen
- Subjects
Aldehydes ,Molecular Structure ,Chemistry ,Stereochemistry ,Organic Chemistry ,Acetal ,Chemistry, Organic ,Absolute configuration ,Total synthesis ,Stereoisomerism ,Ring (chemistry) ,Chemical synthesis ,Catalysis ,chemistry.chemical_compound ,Cyclization ,Side chain ,Secosteroids ,Triol ,Stereoselectivity ,Nuclear Magnetic Resonance, Biomolecular - Abstract
The first total synthesis of (-)-calicoferol B (III) is described. The cyclozirconation product I, prepared in enantiomerically pure form, was converted into the CD ring chiron II. This was coupled with the aromatic A-ring, and then the side chain was constructed with control of relative and absolute configuration to complete the total synthesis of III. The first total synthesis of (-)-calicoferol B (1) is described. The cyclozirconation product 8, prepared in enantiomerically pure form, was converted into the CD ring chiron 6. This was coupled with the aromatic A-ring, and then the side chain was constructed with control of relative and absolute configuration to complete the total synthesis of 1.
- Published
- 2002
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