Abstract
A stereocontrolled synthesis of two diastereomeric C1-C 22 fragments of spirastrellolide A consistent with reported spectroscopic data has been achieved to aid in a complete configurational assignment of this structurally novel and potent antimitotic natural product. A highly convergent coupling of two enantiomeric C1-C10 methyl ketone fragments with an enantiopure C11-C22 spiroketal aldehyde produced the C1-C22 fragments with a longest linear sequence of 13 steps from commercially available starting materials.
Original language | English (US) |
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Pages (from-to) | 853-856 |
Number of pages | 4 |
Journal | Synlett |
Issue number | 6 |
DOIs | |
State | Published - Apr 4 2006 |
Keywords
- Asymmetric synthesis
- Natural products
- Spiro compounds
- Structure elucidation
- Total synthesis
ASJC Scopus subject areas
- Organic Chemistry