Studies Directed toward the Total Synthesis of Azaspiracid: Stereoselective Construction of C 1 −C 12 , C 13 −C 19 , and C 21 −C 25 Fragments
✍ Scribed by Carter, Rich G.; Weldon, David J.
- Book ID
- 126004120
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 69 KB
- Volume
- 2
- Category
- Article
- ISSN
- 1523-7060
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📜 SIMILAR VOLUMES
The efficient entry to the C 1 -C 19 carbon backbone of azaspiracid is outlined utilizing a key Julia coupling strategy. Spirocyclization of a C 12 sulfone substrate induced formation of the unprecedented, nonnatural transoidal bisspiroketal. Construction of the bisspirocyclic array at C 10 and C 13
An efficient synthesis of the CI-C6 aliphatic fragment 3 and its coupling to the C7-C19 fi'agment 4 of kabiramide C is described. Key transformations include a TiCI 4 promoted condensation
The synthesis of the C7-CI9 tris-oxazole li-agmenl 4 of kabiramide C via a BF~°OEt\_~ promoted condensation between dimethyl acetal 12 and (S)-silane 6 as the crucial synthetic step is described.