A new three-step route to 2-alkyl substituted D 2 -butenolides from 3-alkyltetronic acids is described.
A new method for the synthesis of Δ1-butenolides
✍ Scribed by William W. Epstein; Arch C. Sonntag
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 211 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The d-butenolide function occurs widely in nature as part of a fused ring system such as that of eremophilenolide (1) or as a separate ring in many of the physiologically important cardiac-glycosides (2). Although a large nmnber of synthetic approaches have been reported (3)_for d-butenolide formation, they all suffer from. one or more faults, the prims one being low yields. We would like to report a new method for the preparation of model Ai-butenolides similar to the naturally occurring ones in significantly higher over-all yields than those previously reported.
📜 SIMILAR VOLUMES
The structural unit of y-alkylidene-A c,B -butenolide occurs in a variety of natural products, such as patulin, 1) protoanemonin, 2) tetrenolin, 3) freelingyne, 41 and matricarialactone, 5) possessing a wide range of biological activity. This