765941-60-4

Upstream product

• 766-90-5 cis-1-phenyl-1-propylene 
• 471-25-0 Propiolic acid 
• 13831-03-3 tert-butyl prop-2-ynoate 
• 100-52-7 benzaldehyde 
• 25201-44-9 (1R,2S)-2-methyl-1-phenylbut-3-en-1-ol 
• 765941-40-0 Acrylic acid (1R,2S)-2-methyl-1-phenyl-but-3-enyl ester 

Downstream Products

• 765941-77-3 (3S,4S,5S,6R)-3,4-dihydroxy-5-methyl-6-phenyltetrahydropyran-2-one 

Relevant academic research and scientific papers

Asymmetric Synthesis of Dihydropyranones via Gold(I)-Catalyzed Intermolecular [4+2] Annulation of Propiolates and Alkenes

Intermolecular asymmetric gold catalysis involving alkyne activation presents a significant challenge due to its distinct mechanistic mode from other metals. Herein, we report a highly enantioselective synthesis of α,β-unsaturated δ-lactones from [4+2] annulation of propiolates and alkenes in upto 95 percent ee. Notably, for the desired chiral recognition, the choice of 1,1,2,2-tetrachloroethane as solvent was found to be crucial. Furthermore, an anionic surfactant (sodium dodecyl sulfate) improved the product selectivity in the divergence of the cyclopropyl gold carbene intermediate.

Diastereoselective dihydroxylation and regioselective deoxygenation of dihydropyranones: A novel protocol for the stereoselective synthesis of C 1-C8 and C15-C21 subunits of (+)-discodermolide

Diastereoselective dihydroxylation of dihydropyranones and subsequent regioselective α-deoxygenation provides 1,3-trans-β-hydroxy-6- lactones stereoselectively. This protocol has been applied for the synthesis of C1-C8 and C15-C21 subunits of (+)-discodermolide.