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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Enantioselective Addition of Diethylzinc to Aldehydes by Chiral Oxazolidine–Titanium Complex

Author(s): Nan Wu, Rongcheng Bo, Rongli Zhang, Xi Jiang, Yu Wan, Zhou Xu and Hui Wu

Volume 9, Issue 9, 2012

Page: [644 - 649] Pages: 6

DOI: 10.2174/157017812803521180


A series of chiral oxazolidines derived from (1R, 2S)-cis-1-amino-2-indanol was found to be effective in promoting the asymmetric addition of diethylzinc to aldehydes. Among the ligands developed, it was found that ligand 1b in the presence of Ti(OiPr)4 yielded the highest enantioselectivities when it was applied in the catalytic asymmetric addition of diethylzinc to aldehydes (up to 91% ee).

Keywords: Asymmetric alkynylation, enantioselectivity oxazolidine, secondary alcohol, Chiral, dialkylzinc reagents, schlenk tube, organic layer, UV detection, Aldrich, chelating group

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