Beilstein J. Org. Chem.2018,14, 2106–2111, doi:10.3762/bjoc.14.185
G. Hari Mangeswara Rao Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur-208016, India Department of Chemistry, Texila American University, Georgetown, Guyana 10.3762/bjoc.14.185 Abstract The first approach to hyperireflexolideA, based on the synthesis of γ-lactone-fused
hyperireflexolideA.
Keywords: alkylation; allylation; cross metathesis; hyperireflexolideA; spiroterpene; Introduction
HyperireflexolideA (1) [1] is a spiroterpenoid, isolated from hypericum reflexum, plants of the genus hypericum (Figure 1). HyperireflexolideA is widely used in folk medicine, displays
selectivity for the assemblage of various substituents on the convex surface. The lactone part can serve as a useful tool to append various side chains.
Results and Discussion
The presence of a γ-lactone-fused cyclopentane moiety in hyperireflexolideA (1) attracted our attention. In fact, the ketal moiety in