ChemInform Abstract: Synthesis of α‐Damascone and 1‐(2,6,6‐Trimethyl‐2‐tetrahydropyranyl)‐2‐alken‐1‐ones.

Érman, M. B.; Pribytkova, I. M.; Gulyi, S. E.; Bogomolova, Olga A.; Cherkaev, G. V.; Aul'chenko, I. S.; Mochalin, V. B.

doi:10.1002/chin.199013292

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Melia T ~O S E N D a N ~~~1

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1994

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“…/3-Ionone (379) has been converted expeditiously into the useful aldehyde (392).36s The epoxide (393), derived from (379), is converted into the optically active Baeyer-Villiger product (394) via a kinetic resolution mediated by 3-chloroperoxybenzoic acid as a solid-state complex with the tartrate-derived species (395).370 A synthesis of a-damascone (381) from acyclocitral (396) has been described. 371 Optically active aionone (382) has been converted into optically active adamascone (381) via the derived silane (397), and p-ionone (379) has similarly been converted into /3-damascone (398). 372 Both a-and /3-ionyl bromides give free radicals which have well-defined ESR…”

Section: Melia T ~O S E N D a N ~~~mentioning

confidence: 99%