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Paper | Special issue | Vol 103, No. 1, 2021, pp.311-321
Published online, 17th July, 2020
DOI: 10.3987/COM-20-S(K)15
Selective Reduction and Dihydroxylation of α,β-Unsaturated Esters in the Presence of Enals: One-Pot Synthesis of a 2,5-Disubstituted Tetrahydrofuran

Kenta Morita, Kenichi Murai, Mitsuhiro Arisawa, and Hiromichi Fujioka*

*Graduate School of Pharmaceutical Science, Osaka University, 1-6 Yamadaoka, Suita, Osaka 560-0871, Japan

Abstract

Two-way discriminative conversion, reduction and dihydroxylation of α,β-unsaturated esters were achieved in the presence of enals using two phosphonium salts as in situ protecting groups. Furthermore, a pot-economical one-pot synthesis of a tetrahydrofuran derivative was achieved.