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Synthesis of a fluorous ligand and its application for asymmetric addition of dimethylzinc to aldehydes.
Org Lett. 2007 May 10; 9(10):1927-9.OL

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.

Authors+Show Affiliations

Sokeirik YS
Faculty of Pharmaceutical Sciences, Setsunan University, Hirakata, Japan.
Mori H
No affiliation info available
Omote M
No affiliation info available
Sato K
No affiliation info available
Tarui A
No affiliation info available
Kumadaki I
No affiliation info available
Ando A
No affiliation info available

MeSH

AldehydesChromatography, High Pressure LiquidDioxolanesFluorine CompoundsLigandsMethanolMethylationMolecular StructureOrganometallic CompoundsStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17425326

Citation

Sokeirik, Yasser S., et al. "Synthesis of a Fluorous Ligand and Its Application for Asymmetric Addition of Dimethylzinc to Aldehydes." Organic Letters, vol. 9, no. 10, 2007, pp. 1927-9.
Sokeirik YS, Mori H, Omote M, et al. Synthesis of a fluorous ligand and its application for asymmetric addition of dimethylzinc to aldehydes. Org Lett. 2007;9(10):1927-9.
Sokeirik, Y. S., Mori, H., Omote, M., Sato, K., Tarui, A., Kumadaki, I., & Ando, A. (2007). Synthesis of a fluorous ligand and its application for asymmetric addition of dimethylzinc to aldehydes. Organic Letters, 9(10), 1927-9.
Sokeirik YS, et al. Synthesis of a Fluorous Ligand and Its Application for Asymmetric Addition of Dimethylzinc to Aldehydes. Org Lett. 2007 May 10;9(10):1927-9. PubMed PMID: 17425326.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of a fluorous ligand and its application for asymmetric addition of dimethylzinc to aldehydes. AU - Sokeirik,Yasser S, AU - Mori,Hiroyuki, AU - Omote,Masaaki, AU - Sato,Kazuyuki, AU - Tarui,Atsushi, AU - Kumadaki,Itsumaro, AU - Ando,Akira, Y1 - 2007/04/11/ PY - 2007/4/12/pubmed PY - 2007/6/30/medline PY - 2007/4/12/entrez SP - 1927 EP - 9 JF - Organic letters JO - Org Lett VL - 9 IS - 10 N2 - 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. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17425326/Synthesis_of_a_fluorous_ligand_and_its_application_for_asymmetric_addition_of_dimethylzinc_to_aldehydes_ L2 - https://doi.org/10.1021/ol070466n DB - PRIME DP - Unbound Medicine ER -