Degree Name
Master of Science (MS)
Semester of Degree Completion
2001
Thesis Director
T. Howard Black
Abstract
Spiro β,γ-unsaturated δ-lactones and fused β,γ-unsaturated δ-lactones are integral to a large number of naturally occurring compounds exhibiting a diverse range of biological activity. A new synthetic route to β,γ-unsaturated δ-lactones, consisting of a three-step sequence, has been investigated for the synthesis of these kinds of pharmacological intermediates. Ring closure of a β-hydroxy acid by dehydration, providing a 4-vinyl substituted β-lactone, and its ring expansion/rearrangement are the two key steps in this protocol. The results have proved that this new method is efficient and quite expeditious. One spiro and four fused β,γ-unsaturated δ-lactones were synthesized through this protocol albeit in somewhat modest yield for the two-carbon ring expansion.
Recommended Citation
Hua, Erbing, "A Ring-Closing Strategy for the Synthesis of β,γ-Unsaturated δ-Lactones" (2001). Masters Theses. 1454.
https://thekeep.eiu.edu/theses/1454
