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Letter

Synthesis of a Fluorous Ligand and Its Application for Asymmetric Addition of Dimethylzinc to Aldehydes

Supporting Info

Yasser S. Sokeirik, Hiroyuki Mori, Masaaki Omote, Kazuyuki Sato, Atsushi Tarui, Itsumaro Kumadaki, and Akira Ando*

Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, 573-0101 Japan

Org. Lett., 2007, 9 (10), pp 1927–1929

DOI: 10.1021/ol070466n

Publication Date (Web): April 11, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, aando@pharm.setsunan.ac.jp

Abstract

A new fluorous ligand was synthesized from the acetonide of dimethyl tartarate, which showed excellent asymmetric induction on the addition of dimethylzinc to aldehydes. This ligand will be useful for synthesis of bioactive compounds with a methyl carbinol moiety. It could be recycled without using a fluorous solvent or a fluorous column.

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History

Published In Issue May 10, 2007
Received February 22, 2007

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Letter

Synthesis of a Fluorous Ligand and Its Application for Asymmetric Addition of Dimethylzinc to Aldehydes