One-Pot Sequential 1,4- and 1,2-Reductions of α,β-Unsaturated δ-Lactones to the Corresponding δ-Lactols with CuCl and NaBH₄ in Methanol

Yasunobu Matsumoto*, Masahiro Yonaga

*Discovery Research Laboratories, Eisai Co., Ltd., 5-1-3 Tokodai, Tsukuba, Ibaraki 300-2635, Japan, Email: y7-matsumotohhc.eisai.co.jp

Y. Matsumoto, M. Yonaga, Synlett, 2014, 25, 1764-1768.

DOI: 10.1055/s-0033-1340195

Abstract

The use of CuCl and NaBH₄ enables an efficient, one-pot method for the highly chemoselective synthesis of δ-lactols from α,β-unsaturated δ-lactones in methanol.

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Key Words

copper hydride, sodium borohydride, lactones, lactols, reduction

ID: J60-Y2014

One-Pot Sequential 1,4- and 1,2-Reductions of α,β-Unsaturated δ-Lactones to the Corresponding δ-Lactols with CuCl and NaBH4 in Methanol

Yasunobu Matsumoto*, Masahiro Yonaga

One-Pot Sequential 1,4- and 1,2-Reductions of α,β-Unsaturated δ-Lactones to the Corresponding δ-Lactols with CuCl and NaBH₄ in Methanol