N. Komiya et al., MANGANESE CATALYZED ASYMMETRIC OXIDATION OF ALKANES TO OPTICALLY-ACTIVE KETONES BEARING ASYMMETRIC CENTER AT THE ALPHA-POSITION, Tetrahedron letters, 39(43), 1998, pp. 7921-7924
Chiral (salen)manganese(III) complex catalyzed oxidation of symmetrica
l alkanes with iodosylbenzene gives the corresponding optically active
ketones (up to 70% ee). The optically active 2-hydroxy-1-indanone (7)
thus obtained is a versatile precursor of cis-l-amino-2-indanol (8) w
hich is a key intermediate of chiral auxiliary and anti HIV protease i
nhibitor (9). (C) 1998 Elsevier Science Ltd. All rights reserved.