Precursor for organorhodium(I) species, catalyst for cascade1,4-addition-aldol reaction, 1,4-addition of alcohols, and hydroformylation
Rhodium catalyst employed in the cyclization of cyano-substituted unsaturated esters in the presence of aryl 9-BBN leading to 5- and 6-membered β-enamino esters.[1]
Journal of the American Chemical Society, 124(37), 10984-10985 (2002-09-13)
The reaction of 9-aryl-9-borabicyclo[3.3.1]nonanes (B-Ar-9BBN) with alpha,beta-unsaturated ketones and aldehydes in the presence of 3 mol % [Rh(OMe)(cod)](2) in toluene at 20 degrees C for 2 h gave high yields of the tandem 1,4-addition-aldol reaction products with high syn selectivity.
[reaction: see text] Unsaturated esters possessing a pendent cyano moiety react with B-Ar-9-BBNs in the presence of a rhodium(I) catalyst to give the five- and six-membered beta-enamino esters in good yield. An (oxa-pi-allyl)rhodium(I) intermediate, formed by initial conjugate addition of
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