Open AccessSynthetic applications of glycidic thiolesters. Regioselective reduction to 1,3-diols and 2,3-epoxy alcohols
Author(s) -
HsingJang Liu,
Weide Luo
Publication year - 1992
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v92-022
Subject(s) - chemistry , regioselectivity , sodium borohydride , epoxy , organic chemistry , raney nickel , aluminum hydride , catalysis , methoxide
Glycidic thiolesters were shown to undergo regioselective reduction with Raney nickel to give 1,3-diols. With sodium borohydride at room temperature and lithium aluminum hydride at −78 °C, the reduction of glycidic thiolesters was found to proceed chemoselectively to furnish 2,3-epoxy alcohols. Keywords: glycidic thiolesters, reduction, 1,3-diols, 2,3-epoxy alcohols.