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Katsuki-Sharpless asymmetric epoxidation of allylic-homoallylic alcohols sharing the central olefinic bond

โœ Scribed by Seiichi Takano; Masaki Setoh; Michiyasu Takahashi; Kunio Ogasawara


Book ID
108380380
Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
242 KB
Volume
33
Category
Article
ISSN
0040-4039

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The asymmetric dihydroxylation of several ck allylic alcohols is reported. The reactions proceed with moderate to good enantioselectivity. The enhanced enantioselection observed relatitie to other cis-olefin classes is believed to be dependent on the presence of the free hydroxyl group. A cis-hommll

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The response of the asymmetric epoxidation reaction to steric bulk in the substrate is tested by use of allylic alcohols with tert-butyl groups at each one of four possible positions.