Selective hydrogenation of benzophenones to benzhydrols. Asymmetric synthesis of unsymmetrical diarylmethanols

Citation
T. Ohkuma et al., Selective hydrogenation of benzophenones to benzhydrols. Asymmetric synthesis of unsymmetrical diarylmethanols, ORG LETT, 2(5), 2000, pp. 659-662
Citations number
49
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
5
Year of publication
2000
Pages
659 - 662
Database
ISI
SICI code
1523-7060(20000309)2:5<659:SHOBTB>2.0.ZU;2-6
Abstract
[GRAPHICS] trans-RuCl2[P(C6H4-4-CH3)(3)](2)(NH2CH2CH2NH2) acts as a highly effective p recatalyst for the hydrogenation of a variety of benzophenone derivatives t o benzhydrols that proceeds smoothly at 8 atm and 23-35 degrees C in 2-prop anol containing t-C4H9OK with a substrate/catalyst ratio of 2000-20000. Use of a BINAP/chiral diamine Ru complex effects asymmetric hydrogenation of v arious ortho-substituted benzophenones and benzoylferrocene to chiral diary lmethanols with consistently high ee.