Synthesis of optically active heterocyclic compounds via deracemization of 1, 2-diol monotosylate derivatives bearing a long aliphatic chain by a combination of …

K Matsumoto, K Usuda, H Okabe, M Hashimoto…

文献索引：Matsumoto, Kazutsugu; Usuda, Kazumasa; Okabe, Hirokazu; Hashimoto, Manabu; Shimada, Yasutaka Tetrahedron Asymmetry, 2013 , vol. 24, # 2-3 p. 108 - 115

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被引用次数: 4

摘要

We have succeeded in accomplishing the deracemization of (±)-2-acetoxydecyl and (±)- acetoxy-6-benzyloxyhexyl tosylates, which have a long substituent, via an enzyme-mediated enantioselective hydrolysis with a Mitsunobu inversion using polymer-supported triphenylphosphine to afford the corresponding (S)-enantiomer. Enantiomerically pure (S)- and (R)-γ-dodecalactones, a fruit flavor, were synthesized from (S)-2-acetoxydecyl ...