This paper describes a total synthesis of the terpene-derived natural product aritasone via the hetero-Diels-Alder [4 + 2] cyclodimerisation of pinocarvove, which represents the proposed biosyntheic route. The hetero-Diels-Alder dimerisation of pinocarvone did not proceed under standard conditions, and ultra-high pressure (19.9 kbar) was required. As it seems unlikely that these ultra-high pressures are accessible within a plant cell, we suggest that the original biosynthetic hypothesis be reconsidered, and alternatives are discussed.

Ultra-high pressure direct syntheses of bis(imidazolium-3yl)alkane dichlorides. Tetrahedron, 75 (44). 130639.

Parallel-consecutive bimolecular reactions: a solution to the inverse kinetic problem and a characteristic equation involving the Lambert W function.