Stannylfuranones in synthesis: Highly enantioselective preparation of (+)-hamabiwalactone B
β Scribed by Alexandre M.E. Richecoeur; J.B. Sweeney
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 191 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
An unambiguous and highly enantioselective total synthesis of the naturally occurring 2(5H)-furanone Hamabiwalactone B has been achieved. The key step was a palladium-catalysed cross coupling ("Stille" coupling) of the previously unreported stannylfuranone 2 with (E)-iodoalkene 3. The enantiomeric p
The BF 3 -Et 2 O induced rearrangement of N-phthaloyl-1-(3,3-dimethylallyl)-L-tryptophane methyl ester proceeds without significant loss of its optical integrity to provide its 2-(3,3-dimethylallyl) isomer, a key intermediate in the synthesis of tryprostatin B.