245366-19-2

Upstream product

• 75-24-1 trimethylaluminum 
• 212055-65-7 (S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone 
• 238402-01-2 methyl (S)-3,4-bis(tert-butyldimethylsilyloxy)butanoate 
• 212055-64-6 (S)-1-benzenesulfonyl-4,5-bis(tert-butyldimethylsilyloxy)-1-diazo-2-pentanone 

Relevant academic research and scientific papers

Stereoselective conjugate addition of alkyl groups to (S)-4-(tert- butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by means of trialkylaluminum reagents

Reaction of (S)-4-(tert-butyldimethylsilyloxy)-2-phenylsulfonyl-2- cyclopentenone with 2.2 stereoselectivity afforded the corresponding (2R,3S,4S)-4-(tert-butyldimethylsilyloxy)-3-alkyl-2-phenylsulfonyl- cyclopentanones as a single diastereoisomer.

Stereoselective conjugate addition of alkyl groups to (S)-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone derivatives

Reaction of (S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone (2) and a 2-methoxycarbonyl congener (3) with R2CuLi or RMgBr-CuI stereoselectively gave (2S,3R,4S)-3-alkyl-2-benzenesulfonyl-4-(tert-butyldimethysilyloxy)cyclopentan one (4) and its (2S,3S,4S)-2-methoxycarbonyl derivative (5) as a major diastereoisomer. On the other hand, reaction with R3Al in toluene exclusively gave the corresponding 3,4-cis-adducts 6 and 7. (C) 2000 Elsevier Science Ltd.