Gas chromatographic retention indices of monoterpenes and sesquiterpenes on methyl silicon and Carbowax 20M phases

In one step, the skeleton of cis-spirovetivanes was constructed with high stereoselectivity by the phosphine-catalyzed [3+2] cycloaddition reaction of tert-butyl 2,3-butadienoate or 2-butynoate with 3-methyl-2-methylenecyclohexanone (5). This method was exemplified by the first highly efficient total synthesis of natural product (-)-hinesol, which is an active ingredient of cerebral circulation and metabolism improvers.

A phosphine-catalyzed [3+2] cycloaddition strategy leading to the first total synthesis of (-)-hinesol.

(1979). Volatile Substances from Actinomycetes: Their Role in the Odor Pollution of Water. CRC Critical Reviews in Microbiology: Vol. 7, No. 3, pp. 191-214.

Volatile substances from actinomycetes: their role in the odor pollution of water.

The structures of natural products from a variety of sources contain spirocycles, two rings that share a common atom. The spiro motif is finding increasing inclusion in drug candidates, and as a structural component in several promising classes of chiral ligands used in asymmetric synthesis. Total syntheses of products containing all-carbon spirocycles feature several common methods of ring closure which we examine in this review.

/pdf/total-syntheses-of-natural-products-containing-57gpx24kea.pdf

Mark S. Falcone

Papers

The identification of sesquiterpene hydrocarbons from gas-liquid chromatography retention data

Structures of vetivenenes and vetispirenes

Sesquiterpenes—identification of dehydrogenation products