Catalytic asymmetric aminohydroxylation of olefins with sulfonam

Details Catalytic asymmetric aminohydroxylation of olefins with sulfonam Catalytic asymmetric aminohydroxylation of olefins with sulfonam

1996-05-21

1999-01-12

Barts, Samuel

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

C07C30300

Patent

active

058592814

ABSTRACT:
.beta.-Hydroxyamines and .beta.-hydroxysulfonamides are synthesized from olefin substrates by means on a catalyzed asymmetric addition reaction. The addition reaction is catalyzed by osmium and is co-catalyzed by chiral ligands. The chiral ligands, in addition to being co-catalysts with the osmium, also serve to direct the addition reaction regioselectively and enantioselectively. Divalent ligands are preferred over monovalent ligands because of their enhance regio- and enantio-selectivity. Sulfonamides are employed as an oxidant nitrogen source for the production of .beta.-hydroxysulfonamides. Excellent yields and enantiomeric efficiencies are achieved with co-solvents containing a 50/50 (v/v) mixtures of water and organic solvent. .beta.-Hydroxyamines are obtained by deprotecting the corresponding .beta.-hydroxysulfonamides.

REFERENCES:
Journal Of Amer. Chem. Soc., vol. 115, No. 18, pp. 8463-8464, Morikawa et al, 1993.

Affiliated with

Also associated with

Rating

Catalytic asymmetric aminohydroxylation of olefins with sulfonam does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Catalytic asymmetric aminohydroxylation of olefins with sulfonam, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Catalytic asymmetric aminohydroxylation of olefins with sulfonam will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1518179