Control of Enantioselectivity with Flexible Biaryl Axes: Terpene??Based Alkylzinc Catalysts in Enantioselective Dialkylzinc Additions

M Leven, NE Schlörer, JM Neudörfl…

Index: Leven, Matthias; Schloerer, Nils E.; Neudoerfl, Joerg M.; Goldfuss, Bernd Chemistry - A European Journal, 2010 , vol. 16, # 45 p. 13443 - 13449

Full Text: HTML

Citation Number: 16

Abstract

Abstract New enantiopure pyridyl alcohols are efficiently accessible through few synthetic steps from commercially available terpenes, that is,(+)-fenchone,(−)-menthone and (−)- verbenone as well as 2, 6-diphenylpyridine. These chelating pyridyl alcohols exhibit flexible pyridyl–phenylene axes, which give rise to P and M conformers. Alkylzincation of the hydroxy groups eliminates equilibria of the conformers and generates alkylzinc complexes ...

Related Articles:

Asymmetric reductions involving borohydrides: A practical asymmetric reduction of ketones mediated by (L)-TarB-NO2: A chiral Lewis acid

[Yanagi, Takashi; Kikuchi, Ken; Takeuchi, Hideki; Ishikawa, Takehiro; Nishimura, Toshihiro; Kubota, Minoru; Yamamoto, Iwao Chemical and Pharmaceutical Bulletin, 2003 , vol. 51, # 2 p. 221 - 223]

Highly diastereoselective anti-dihydroxylation of 3-N, N-dibenzylaminocyclohex-1-ene N-oxide

[O'Neil, Ian A.; Turner, Carl D.; Kalindjian, S. Barret Synlett, 1997 , vol. 1997, # 7 p. 777 - 780]

Rh (I)??Catalysed Asymmetric Hydrosilylation using New Oxazoline Ligands with Potential Charge??transfer Properties

[European Journal of Inorganic Chemistry, , # 6 p. 783 - 788]

A highly selective ester hydrolase from Pseudomonas sp. for the enzymatic preparation of enantiomerically pure secondary alcohols; chiral auxiliaries in organic …

[Laumen, Kurt; Schneider, Manfred P. Journal of the Chemical Society, Chemical Communications, 1988 , p. 598 - 600]

An immobilized lipase microfluidic reactor for enantioselective hydrolysis of ester

[Gao, Yan; Zhong, Runtao; Qin, Jianhua; Lin, Bingcheng Chemistry Letters, 2009 , vol. 38, # 3 p. 262 - 263]

More Articles...