154568-28-2

Upstream product

• 2396-84-1 (2E,4E)-ethyl hexa-2,4-dienoate 

Downstream Products

• 50376-40-4 (-)-colletol 
• 1206732-31-1 (4R,5R,E)-ethyl 5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)hex-2-enoate 
• 1206732-30-0 (4R,5R,E)-ethyl 5-hydroxy-4-(4-methoxybenzyloxy)hex-2-enoate 

Relevant academic research and scientific papers

Highly Regio- and Enantioselective Monoepoxidation of Conjugated Dienes

This paper describes a highly effective and mild asymmetric monoepoxidation method for conjugated dienes using a fructose-derived chiral ketone 1 as catalyst and Oxone as oxidant. The regioselectivies and enantioslectivies are very high in most cases. For unsymmetrical dienes, the regioselectivity can be regulated by using steric and electronic control. The olefin substrates include trans-disubstituted and trisubstituted olefins that can bear a wide range of functional groups such as hydroxyl groups, TBS ethers, or esters. The enantiomeric excesses for the major monoepoxides range from 89% to 97%. The epoxidation is believed to proceed via a spiro mode.

Catalytic asymmetric epoxidation

A compound and method for producing an enantiomerically enriched epoxide from an olefin using a chiral ketone and an oxidizing agent is disclosed.