A new β-acyl vinyl anion equivalent. Synthesis of pyrenophorin

✍ Scribed by Peter Bakuzis; Marinalva L.F. Bakuzis; Tamis F. Weingartner

• Publisher: Elsevier Science
• Year: 1978
• Tongue: French
• Weight: 334 KB
• Volume: 19
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)94777-x

✦ Synopsis

received in UK for pablication 4 M~y 1978) y-and e-oxygenated acrylates and enones are important features of many natural products, including macrocyclic antibiotics such as pyrenophorin (i) and brefeldin A (2),cytochalasin B, and the prostaglandin family. While multiple step processes for the preparation of the 3 are available, almost all acrylates, 2 the er~nes, and the C-8 side chain of prostaglandins 4 of them require the use of anhydrous solvents, strong bases, and low temperatures in one or more steps. We would like to report a one pot sequence of reactions that does not require anhydrous conditions, takes place at room temperature or above, and leads to the desired

O O

functional groups in moderate to good yields.