2003 Terpenes

TerpenesU 0200 Synthesis of Chiral Organophosphorus Compounds by the Reaction of Diben-

zylphosphine Oxide with α,β-Unsaturated Ketones of the Terpene Series. — The reaction of dibenzylphosphine oxide (II) with several terpene-derived α,β-unsat-urated ketones under basic conditions provides either phosphorus-containing heterocy-cles or acyclic chiral phosphine oxides in moderate to good diastereoselectivities. It is proposed that the phosphorylation reaction is fast and insensitive towards steric hin-drances, but the cyclization is strongly influenced by steric factors. — (KOLESNIK, V. D.; TKACHEV*, A. V.; Russ. Chem. Bull. 52 (2003) 3, 630-637; Vorozhtsov Inst. Org. Chem., Sib. Branch Russ. Acad. Sci., Novosibirsk 630090, Russia; Eng.) — Mischke

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