173240-58-9

Upstream product

• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 173084-05-4 (2S,6S)-2,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-heptanedioic acid dimethyl ester 
• 173084-06-5 (2S,6S)-2,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-heptanedioic acid 
• 173084-04-3 (2S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6-dihydroxy-heptanedioic acid dimethyl ester 

Relevant academic research and scientific papers

Tandem and two-directional asymmetric catalysis of the Mukaiyama aldol reaction

Upon addition of an excess amount of an aldehyde 3, the Mukaiyama aldol reaction of a silyl enol ether 2 proceeds in tandem and two-directional fashion by the asymmetric catalysis of a binaphthol-derived chiral titanium complex (BINOL-Ti: 1) to give the silyl enol ether 4 in 77% isolated yield in more than 99% de and 99% de. The present asymmetric catalytic Mukaiyamn aldol reaction is characterized by amplification phenomena of the product chirality on going from the one-directional aldo intermediate 6 (98.5% ee, R) to the two-directional product 4 (99.6% ee, R,R). Further transformation of the pseudo C2 symmetric product 4 (> 99% ee, > 99% de) in its' protected form as the silyl enol ether is established leading to a potentially potent analogue of HIVP inhibitor 9a.