Tetrahedron: Asymmetry

Kinetic resolution of 3-hydroxymethylbenzocycloalkanols by selective asymmetric hydrogen-transfer oxidation

Y Caro, M Torrado, CF Masaguer, E Raviña

Index: Caro, Yolanda; Torrado, Maria; Masaguer, Christian F.; Ravina, Enrique Tetrahedron Asymmetry, 2003 , vol. 14, # 23 p. 3689 - 3696

Full Text: HTML

Citation Number: 24

Abstract

Kinetic resolution of 3-hydroxymethylbenzocycloalkanols was performed by selective asymmetric hydrogen-transfer oxidation using the Ru (II)-(S, S)-TsDPEN catalyst. Thus, several 3-hydroxymethyl-1-tetralols 7a–d afforded (1R, 3R)-3-hydroxymethyl-1-tetralols (1R, 3R)-7a–d and (S)-3-hydroxymethyl-1-tetralones (S)-9a–d, and 3-hydroxymethyl-1-indanol 7e gave (1R, 3S)-3-hydroxymethyl-1-indanol (1R, 3S)-7e and (R)-3-hydroxymethyl-1- ...