231963-72-7

Upstream product

• 50396-96-8 E-4-hexen-3-one 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 

Downstream Products

• 1107661-31-3 (4R)-4-benzyl-3-({(1R,2S,5S,6R)-2,5,6-trimethyl-4-[(triisopropylsilyl)oxy]cyclohex-3-en-1-yl}carbonyl)-1,3-oxazolidin-2-one 

Relevant academic research and scientific papers

Design of chiral N-triflyl phosphoramide as a strong chiral Bronsted acid and its application to asymmetric Diels-Alder reaction

A highly reactive and acidic chiral Bronsted acid catalyst, chiral N-triflyl phosphoramide, was developed. Highly enantioselective Diels-Alder reaction of α,β-unsaturated ketone with silyloxydiene was demonstrated using this chiral Bronsted acid catalyst. Copyright

Catalytic asymmetric nitroso-Diels-Alder reaction with acyclic dienes

(Chemical Equation Presented) Bigger, bulkier, better: Catalytic asymmetric nitroso-Diels-Alder reactions of nitrosopyridines with silyloxydienes lead to adducts with excellent enantioselectivities (see scheme). The bulk of the silyl group (TMS = trimethylsilyl, TIPS = triisopropylsilyl) forces the diene to adopt an s-cis configuration in favor of the typical concerted [4+2] cycloaddition. The Diels-Alder adducts can then be converted into protected amino alcohols.