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Highly Enantioselective Synthesis of (E)-Allylic Alcohols

Hsyueh-Liang Wu, Ping-Yu Wu and Biing-Jiun Uang*

*Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan, 300, Republic of China, Email: bjuangmx.nthu.edu.tw

H.-L. Wu, P.-Y. Wu, B.-J. Uang, J. Org. Chem., 2007, 72, 5935-5937.

DOI: 10.1021/jo0709403 (free Supporting Information)


Abstract

The asymmetric addition of alkenylzincs to aromatic and α-branched aliphatic aldehydes catalyzed by (-)-2-exo-morpholinoisoborne-10-thiol generated the corresponding (E)-allylic alcohols with >95% ee and very good chemical yields.

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Key Words

hydroboration, allylic alcohols


ID: J42-Y2007-2460