Organocatalysis acyl transfer

The preparation of stereochemically-enriched compounds by asymmetric acyl transfer using chiral nucleophihc catalysts has received significant attention in recent years [1-8]. One of the most synthetically useful and probably the most studied acyl transfer reaction to date is the kinetic resolution (KR) of ec-alcohols, a class of molecules which are important building blocks for the synthesis of a plethora of natural products, chiral ligands, auxiliaries, catalysts and biologically active compounds. This research area has been in the forefront of the contemporary organocatalysis renaissance [9, 10], and has resulted in a number of attractive and practical KR protocols. 

Spivey AC, McDaid P (2007) Asymmetric acyl transfer reactions. In Dalko P (ed) Handbook of asymmetric organocatalysis. Wiley, Weinheim, pp 287-329... 

Select applications of chiral Brpnsted acid, chiral Brpnsted base, and chiral PTC have been demonstrated in this chapter as representative examples of asymmetric non-covalent organocatalytic processes. To farther directly contrast covalent and non-covalent organocatalysis, two case studies that highlight select acyl transfer and pericyclic strategies follow. 

Spivey, A.C. and McDaid, P. (2007) Asymmetric acyl transfer reactions, in Handbook of Asymmetric Organocatalysis (ed. P. Dalko), Wiley-VCH Verlag GmbH, Weinheim, pp. 287-329. 

Samal M, Misek J, Stara IG, Stary I (2009) Organocatalysis with azahelicenes the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction. Collect Czech Chem Commun 74 1151... 

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