859966-28-2

Upstream product

• 955-10-2 3-phenylcumarin 
• 7446-70-0 aluminium trichloride 
• 91-64-5 coumarin 
• 71-43-2 benzene 
• 103-82-2 phenylacetic acid 
• 90-02-8 salicylaldehyde 
• 103-80-0 phenylacetyl chloride 
• 18493-15-7 2-[(E/Z)-2-phenylvinyl]phenol 
• 1864-94-4 phenyl formate 
• 122-78-1 phenylacetaldehyde 
• 15231-78-4 2.2-dimethyl-5-phenyl-1,3-dioxane-4,6-dione 

Downstream Products

• 955-10-2 3-phenylcumarin 
• 1404301-83-2 (S)-3-phenylspiro[chroman-2,2'-[1,3]dithiane] 
• 1404301-65-0 2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)phenol 

Relevant academic research and scientific papers

C5-Disubstituted Meldrum's Acid Derivatives as Platform for the Organocatalytic Synthesis of C3-Alkylated Dihydrocoumarins

C5-disubstituted Meldrum's acid precursors were shown to be a useful platform for the synthesis of an array of 3-alkylated dihydrocoumarins with up to 93:7 er, thanks to an enantioselective domino cyclization-decarboxylative-protonation reaction triggered by an unprecedented benzhydryl-derived cupreine organocatalyst. This cyclization sequence was extended to an emerging organocatalytic decarboxylative-chlorination reaction in the presence of trichloroquinolinone and by means of a bifunctional cinchona derived Br?nsted base which gave rise to the formation of dihydrocoumarins (up to 79:21 er) with a tertiary chlorinated stereocenter. (Figure presented.).

Organocatalytic annulation of aldehydes and o-quinone methides: A facile access to dihydrocoumarins

A [4+2] annulation of aldehydes and o-quinone methides catalyzed by a secondary amine is developed. This process leads to biologically important dihydrocoumarins in moderate to good yields after oxidation. In addition, the employment of a chiral secondary amine catalyst allows access to optically active dihydrocoumarins with up to 64% ee.

A palladium-catalyzed regioselective hydroesterification of alkenylphenols to lactones with phenyl formate as CO source

An effective Pd(OAc)2-PPh3 catalyzed hydroesterification of alkenylphenols with phenyl formate as CO surrogate is described. A variety of lactones are obtained in generally high yields with high regioselectivities. In one case, 76% ee is obtained with a chiral ligand.

Deracemization of α-aryl hydrocoumarins via catalytic asymmetric protonation of ketene dithioacetals

An unprecedented catalytic asymmetric protonation of ketene dithioacetals is described. Various racemic α-aryl hydrocoumarin derivatives are transformed into enantioenriched dithioacetal-protected hydrocoumarins in the presence of a chiral Br?nsted acid catalyst. A newly developed phosphoric acid, featuring the 3,5-bis(pentafluorothio)phenyl (3,5-(SF5) 2C6H3) substituent, is introduced. The obtained products can be easily converted into either hydrocoumarins or the corresponding chromans via simple hydrolysis or hydrogenation, respectively.