128432-44-0

Upstream product

• 128432-43-9 (R)-5-(3-Methoxy-phenyl)-5-methyl-cyclopent-2-enone 
• 766-85-8 3-methoxy-1-iodobenzene 
• 509323-88-0 1-methyl-2-(S)-(2-methyl-cyclopent-1-enyloxymethyl)-pyrrolidine 
• 582321-35-5 (1R)-2-methyl-3-[3-(methyloxy)-phenyl]-2-cyclopropen-1-ol 
• 582321-34-4 2-methyl-3-[3-(methyloxy)-phenyl]-2-cyclopentenone 
• 128432-39-3 (3S,3aS,4R,7aR)-3-(3-Methoxy-phenyl)-3-methyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one 
• 128432-41-7 (R)-4-(3-Methoxy-phenyl)-4-methyl-6-oxa-bicyclo[3.1.0]hexan-2-one 
• 128432-40-6 (S)-4-(3-Methoxy-phenyl)-4-methyl-cyclopent-2-enone 
• 128432-42-8 (R)-5-(3-Methoxy-phenyl)-5-methyl-cyclopent-2-enol 
• 39167-20-9 (3aS,4R,7aR)-3-Methyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 332913-39-0 C₁₆H₂₁NO₄ 
• 286475-01-2 (3aS,6aS)-2,2,5-Trimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one 
• 188348-68-7 (3aS,6aS)-5-iodo-2,2,-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one 

Downstream Products

• 128432-45-1 (R)-2-(3-Methoxy-phenyl)-2-methyl-6,10-dithia-spiro[4.5]decan-1-one 

Relevant academic research and scientific papers

Catalytic Asymmetric Construction of α-Quaternary Cyclopentanones and Its Application to the Syntheses of (-)-1,14-Herbertenediol and (-)-Aphanorphine

A novel and efficient strategy to build α-benzylic quaternary cyclopentanones with excellent enantioselectivities (up to 96% ee) and high yields (up to 99% yield) has been developed, and its application demonstrated by the first catalytic asymmetric total synthesis of (-)-1,14-herbertenediol and the formal synthesis of (-)-aphanorphine. Herbertene rides again: A novel and efficient strategy to build α-quaternary cyclopentanones with high yields and excellent enantioselectivities (up to 96% ee) has been developed. Its application is demonstrated by the first catalytic asymmetric total synthesis of (-)-1,14-herbertenediol and the formal synthesis of (-)-aphanorphine.

Enantioselective synthesis of 2-alkyl-2-aryl cyclopentanones by asymmetric epoxidation of tetrasubstituted cyclobutylidene olefins and epoxide rearrangement

This letter describes a highly enantioselective epoxidation of tetrasubstituted benzylidenecyclobutanes using glucose-derived ketone as catalyst and oxone as oxidant. The Et2AlCl promoted rearrangement of the resulting epoxides provides 2-alkyl

The rearrangement of 2,3-epoxysulfonates and its application to natural products syntheses: Formal synthesis of (-)-aphanorphine and total syntheses of (-)-α-herbertenol and (-)-herbertenediol

The Lewis acid treatment of 2,3-epoxysulfonates with 2,3-dialkyl substituents or 2-alkyl-3-aryl substituents produced the rearrangement products via C3-cleavage of the oxirane ring in high yields. On the other hand, 2-aryl-3-alkyl-2,3-epoxysulfonates produced the products via C2-cleavage of the oxirane ring. The sulfonyloxy groups of the α-sulfonyloxy ketones, having a chiral benzylic quaternary carbon center obtained by the rearrangement of 2-alkyl-3-aryl-2,3-epoxysulfonates, were reductively eliminated to give the ketones with a chiral benzylic quaternary carbon center. The method was applied to the formal synthesis of (-)-aphanorphine and total syntheses of (-)-α-herbertenol and (-)-herbertenediol.

A new highly asymmetric chelation-controlled heck arylation

This communication describes the development of a new highly asymmetric chelation-controlled Heck arylation. The methodology permits formation of 2-aryl-2-methyl cyclopentanones in good to very good two-step yields (45-78%) with excellent chiral enrichmen

7,7-Dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of ketodicyclopentadiene: A new route to (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine

A new diastereocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone.

The enantioselective total synthesis of natural (-)-aphanorphine

(-)-Aphanorphine, a novel 3-benzazepine alkaloid isolated from the freshwater blue-green alga Aphanizomenon flos-aquae, has been synthesized in an enantioselective fashion.