Amelioration of the conjugate addition chemistry of. alpha.-alkoxycopper reagents: application to the stereospecific synthesis of C-Glycosides

DK Hutchinson, PL Fuchs

Index: Hutchinson,D.K.; Fuchs,P.L. Journal of the American Chemical Society, 1987 , vol. 109, p. 4930

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Citation Number: 91

Abstract

Abstract:((Benzy1oxy) methyl)-and [((tetrahydropyran-2-yl) oxy) methyl] lithium reagents were synthesized via transmetalation of the corresponding a-alkoxystannanes. These lithium reagents were converted into a number of organocopper reagents, and their reactivity with three enones of differing steric demand was examined. The effect of copper (1) precursor as well as additives such as boron trifluoride etherate and ...