1122-66-3Relevant academic research and scientific papers
Stereoselective hydride reductions of cyclic N-diphenylphosphinyl imines. Highly diastereoselective syntheses of protected primary amines
Hutchins,Adams,Rutledge
, p. 7396 - 7405 (2007/10/03)
Reduction of N-diphenylphosphinyl imines of variously substituted cyclohexanones, cyclopentanones, and bicyclic ketones with lithium tri-sec-butylborohydride provides highly diastereoselective procedures for the syntheses of N-diphenylphosphinyl amines which represent protected primary amines that can be unmasked by mild acidic cleavage. Attack of cyclohexyl derivatives occurs almost exclusively via equatorial approach to yield axial amine derivatives while cyclopentyl and bicyclic imines are attacked from the less sterically encumbered faces.
Asymmetric syntheses of 3-substituted-cyclohexanone derivatives by stereoselective conjugate addition to chiral 2-substituted-2-cyclohexen-1-ones
Schultz, Arthur G.,Harrington, Roger E.
, p. 4926 - 4931 (2007/10/02)
Chiral 2-substituted-2-cyclohexen-1-one 2a is prepared from 1a by Birch reduction followed by acid-catalyzed hydrolysis-olefin migration. Conjugate additions of organometallic reagents to 2a occur with good to excellent diastereoselectivities (Table I). E
