126892-10-2

Upstream product

• 1311260-04-4 tert-butyl (2-(p-tolyl)but-3-en-2-yl) carbonate 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 126892-09-9 (R)-2-Methyl-2-p-tolyl-succinic acid dimethyl ester 

Downstream Products

• 126892-14-6 (R)-4-Methyl-2-phenylselanyl-4-p-tolyl-cyclopentanone 
• 126892-13-5 (S)-(+)-3-methyl-3-(4-methylphenyl)hexanedioic acid 
• 126892-12-4 (S)-(+)-3-methyl-3-(4-methylphenyl)hexanedinitrile 
• 101693-57-6 (R)-(+)-4-methyl-4-(4-methylphenyl)cyclopent-2-enone 
• 65564-92-3 (S)-(-)-3-methyl-3-(4-methylphenyl)cyclopentanone 
• 126892-11-3 Methanesulfonic acid (R)-4-methanesulfonyloxy-2-methyl-2-p-tolyl-butyl ester 

Relevant academic research and scientific papers

Enantioselective construction of all-carbon quaternary centers by branch-selective Pd-catalyzed allyl-allyl cross-coupling

The Pd-catalyzed cross-coupling of racemic tertiary allylic carbonates and allylboronates is described. This reaction generates all-carbon quaternary centers in a highly regioselective and enantioselective fashion. The outcome of these reactions is consistent with a process that proceeds by way of 3,3′-reductive elimination of bis(η1-allyl)palladium intermediates. Strategies for distinguishing the product alkenes and application to the synthesis of (+)-α-cuparenone are also described.

ENANTIOCONVERGENT SYNTHESIS OF (-)-α-CUPARENONE INVOLVING CHIRAL INVERSION OF A KETONE INTERMEDIATE

The acid (-)-2 was converted to the ketone (-)-6.Unsaturated ketone (+)-14 was synthesised from (-)-6.The ketone (+)-7 prepared from the acid (+)-3 on 1,2-ketone transposition, furnished the optical antipode (-)-6.