Tetrahedron Letters

Organocatalytic alkynylation of densely functionalized monofluorinated derivatives: C (sp 3)–C (sp) coupling

M Kamlar, P Putaj, J Veselý

Index: Kamlar, Martin; Putaj, Piotr; Vesely, Jan Tetrahedron Letters, 2013 , vol. 54, # 16 p. 2097 - 2100

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Citation Number: 19

Abstract

Organocatalytic alkynylation of nucleophilic fluorocarbons using hypervalent iodine compounds under cinchona-based catalysis, namely using O-allyl N-anthracenyl cinchona alkaloid derivative II, is described. The reaction gives the final fluoro-propargyl compounds in good to excellent yields (up to 91%) and with moderate to low enantioselectivity (up to 61% ee). The reaction represents the first example of the use of hypervalent iodine ...