Amine-directed hydroboration: Scope and limitations

M Scheideman, G Wang, E Vedejs

Index: Scheideman, Matthew; Wang, Guoqiang; Vedejs, Edwin Journal of the American Chemical Society, 2008 , vol. 130, # 27 p. 8669 - 8676

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Citation Number: 41

Abstract

Iodine activation induces intramolecular hydroboration of homoallylic and bis-homoallylic amine boranes with good to excellent control of regiochemistry compared to control experiments using excess THF• BH3. Deuterium labeling and other evidence confirm that the iodine-induced hydroboration reaction of homoallylic amine boranes occurs via an intramolecular mechanism equivalent to the classical 4-center process and without ...