1999 mineral acid esters

mineral acid esters (acyclic compounds)P 0140

30 - 081Synthesis and Rearrangement of (Z)-Allylic Trichloroacetimidates.— (Z)-Allylic trichloroacetimidates, readily prepared from the lactone (I) viaalcohols of type (IV), undergo thermal [3,3]rearrangement to give the allyicamides of type (VI). In the case of optically active substrates, the reactionproceeds with excellent chirality transfer. Interestingly, the microwaves areparticularly useful for the retro Diels–Alder reaction in the formation of (IV)since remarkable acceleration compared to classical heating is observed. —(MARTIN, CATHERINE; BORTOLUSSI, MICHEL; BLOCH, ROBERT;Tetrahedron Lett. 40 (1999) 19, 3735-3736; Lab. Carbocycles, CNRS, Inst.Chim. Mol. Orsay, Univ. Paris-Sud, F-91405 Orsay, Fr.; EN)

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