Abstract
A short and efficient synthesis of chaetomellic acid A anhydride (2) is reported utilizing a doubly chemoselective cross coupling of myristyl cobaloxime with citraconic anhydride and diphenyl disulfide as the key step. Sulfide oxidation followed by syn elimination provides 2 in 64% overall yield starting from myristyl bromide. Basic hydrolysis of 2 is known to provide chaetomellic acid A dianion (3), the biologically active form.
Original language | English (US) |
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Pages (from-to) | 4071-4072 |
Number of pages | 2 |
Journal | Tetrahedron Letters |
Volume | 35 |
Issue number | 24 |
DOIs | |
State | Published - Jun 13 1994 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry