Peculiar Sharpless kinetic resolution of 2-furylmethanol and its application to the synthesis of (+)-Asperlin

A peculiar kinetic resolution of E-1-(2-furyl)-2-buten-1-ol ( 1), which produced two oxidation products, pyranone ( 2) and epoxyalcohol ( 3), was developed by using the modified Sharpless reagents. A short synthesis of (+)-Asperlin was achieved starting from the optically active resolution products....

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Bibliographic Details
Published inTetrahedron letters Vol. 36; no. 31; pp. 5617 - 5618
Main Authors Yang, Zhi-Cai, Zhou, Wei-Shan
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 31.07.1995
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
OPTICALLY-ACTIVE 2-FURYLCARBINOLS
REAGENT
(+)-ACETYLPHOMALACTONE
EPOXIDATION
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Summary:A peculiar kinetic resolution of E-1-(2-furyl)-2-buten-1-ol ( 1), which produced two oxidation products, pyranone ( 2) and epoxyalcohol ( 3), was developed by using the modified Sharpless reagents. A short synthesis of (+)-Asperlin was achieved starting from the optically active resolution products. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)01170-M