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ChemInform Abstract: The Organoselenium-Mediated Reduction of α,β-Epoxy Ketones, α,β-Epoxy Esters, and Their Congeners to β-Hydroxy Carbonyl Compounds: Novel Methodologies for the Synthesis of Aldols and Their Analogues.

✍ Scribed by M. MIYASHITA; T. SUZUKI; M. HOSHINO; A. YOSHIKOSHI

Publisher
John Wiley and Sons
Year
2010
Weight
46 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

The Organoselenium-Mediated Reduction of α,β-Epoxy Ketones, α,β-Epoxy Esters, and Their Congeners to β-Hydroxy Carbonyl Compounds:

Novel Methodologies for the Synthesis of Aldols and Their Analogues.

-The reduction of the title compounds with Na[PhSeB(OEt) 3 ] (prepared by reduction of (PhSe) 2 with NaBH 4 in EtOH) and PhSeH (generated in situ from the borate complex with AcOH) leads regioselectively to β-hydroxy carbonyl compounds in good yields. -(MIYASHITA,

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