Addition/Ring-Opening Reaction of Organoboronic Acids to Cyclobutanones Catalyzed by Rhodium (I)/P (t-Bu) 3 Complex

T Matsuda, M Makino, M Murakami

Index: Matsuda, Takanori; Makino, Masaomi; Murakami, Masahiro Bulletin of the Chemical Society of Japan, 2005 , vol. 78, # 8 p. 1528 - 1533

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Citation Number: 28

Abstract

An addition/ring-opening reaction of aryl-and alkenylboronic acids to cyclobutanones took place in 1, 4-dioxane at 100° C in the presence of a rhodium (I) catalyst bearing tri-t- butylphosphine, affording ring-opened ketones. Mechanistically, the reaction proceeded through the addition of an organorhodium species to the carbonyl group of a cyclobutanone and a subsequent ring-opening of the resulting rhodium cyclobutanolate through β-carbon ...

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