Illisimonin A is a new sesquiterpene isolated from Illicium simonsii, and it possesses novel 5/5/5/5/5 pentacyclic skeleton. The tricyclic skeleton of illisimonin A, tricyclo[5.2.1.01,5]decane, presumed to be biosynthesized allo-cedranes via skeletal rearrangement. Herein, we report the concise synthesis highly oxidized by an intramolecular Diels–Alder reaction using ortho-benzoquinones demonst...

1,1-Divinyl-2-phenylcyclopropanes are entry points to a rich area of rearrangement chemistry. With N,N-diallyl amide substrates, tandem radical cyclizations can be initiated at room temperature. Warming provides products of pure thermal rearrangements with acids, ester, and amides. These isomerizations give vinylcyclopentenes resulting from divinylcyclopropane rearrangements and more deeply rea...

Flow chemistry was initially used for speed to early phase material delivery in the development laboratories, scaling up chemical transformations that we would not or could scale batch safety reasons. Some examples included a Newman Kwart Rearrangement, Claisen rearrangement, hydroformylation, and thermal imidazole cyclization. Next, flow enable safe of hazardous chemistries manufacturing plant...

Members of the GE81112 family are interesting candidates for development antibiotics. The configuration OH group on pipecolic acid moiety plays a pivotal role in antibiotic activity. To investigate stereoselectivity corresponding hydroxylase GetF, involved biosynthetic pathway, we synthesized two deuterium-labeled diastereomers highly stereoselective fashion via chelate-enolate Claisen rearrang...