1451079-87-0

Upstream product

• 52358-87-9 3-methylenehex-5-en-2-one 
• 1451079-76-7 2-tert-butyldimethylsilyloxy-3-methylenehexa-1,5-diene 
• 1451079-77-8 (-)-(2S)-ethyl 5-allyl-4-tert-butyldimethylsilyloxy-3,6-dihydro-2H-pyran-2-carboxylate 
• 1451079-79-0 (2S)-(5-allyl-4-tert-butyldimethylsilyloxy-3,6-dihydro-2H-pyran-2-yl)methanol 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1451079-91-6 ((2S,5S)-5-allyl-5-hydroxy-4-oxo-tetrahydro-2H-pyran-2-yl)methyl benzoate 
• 1451079-93-8 ((2S,5R)-5-allyl-5-hydroxy-4-oxo-tetrahydro-2H-pyran-2-yl)methyl benzoate 
• 111718-47-9 ((2S,5S)-5-hydroxy-5-(2-oxopropyl)-4-oxo-tetrahydro-2H-pyran-2-yl)methyl benzoate 
• 111718-49-1 ((2S,5R)-5-hydroxy-5-(2-oxopropyl)-4-oxo-tetrahydro-2H-pyran-2-yl)methyl benzoate 

Relevant academic research and scientific papers

Asymmetric synthesis of (-)-bissetone via a highly enantioselective hetero-Diels-Alder reaction

We demonstrate a new approach for the asymmetric synthesis of bissetone. The key reaction is the highly enantioselective hetero-Diels-Alder cycloaddition of triene 3 with ethyl glyoxylate catalyzed by readily available BINOL-Ti complexes. The HDA cycloadduct 4 was then transformed in five steps into O-protected bissetone (8) and its C5-epimer in good yield.