349547-15-5

Upstream product

• 4593-38-8 5-methylindan-1-one 
• 98-80-6 phenylboronic acid 
• 100-52-7 benzaldehyde 
• 874651-69-1 (E)-1-(2-bromo-4-methylphenyl)-3-phenylprop-2-en-1-one 

Downstream Products

• 874651-70-4 (R)-5-methyl-3-phenyl-1H-inden-1-ol 

Relevant academic research and scientific papers

Ir-catalyzed asymmetric hydrogenation of 3-arylindenones for the synthesis of chiral 3-arylindanones

An efficient synthesis of chiral 3-arylindanones via iridium-catalyzed asymmetric hydrogenation of 3-arylindenones has been developed. The reaction showed good compatibility with various functional groups, delivering a variety of 3-arylindanones in excellent yields and with good enantioselectivities. The reaction was also carried out on a gram-scale, delivering the product in quantitative yield. In addition, the products can be easily derivatized and transformed into natural products and pharmaceutical agents.

Catalytic asymmetric total synthesis of the muscarinic receptor antagonist (R)-tolterodine

A convenient and high yielding method for the preparation of (R)-tolterodine, utilizing a catalytic asymmetric Me-CBS reduction was developed. Highly enantioenriched (A)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one (94% ee) was recrystallized to yield practically enantiopure material (ee >99%) and converted to (R)-tolterodine in a four-step procedure. The configuration of the crucial stereocenter was preserved during the synthesis and the obtained product was identified by chiral HPLC to be the (R)-tolterodine enantiomer.

Novel process and intermediates

The invention relates to a process for the enantioselective preparation of tolterodine and analogues and salts thereof comprises the steps of: a) enantioselectively reducing the carbonyl function in a compound of formula (II): 1?wherein R1, Rs