269397-87-7

Upstream product

• 5162-44-7 1-bromo-4-butene 
• 116950-01-7 (2S,3S,8aR)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5-oxo-5H-oxazolo<3,2-a>pyridine 

Downstream Products

• 153682-95-2 (2S,3S,6R,8aR)-6-Benzyl-6-but-3-enyl-3-methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 269397-84-4 (4R)-(3-butenyl)-6-carbomethoxy-4-methyl-2-cyclohexenone 
• 269397-83-3 (R)-4-(3-butenyl)-4-methyl-2-cyclohexenone 
• 153683-06-8 (3S,6R,8S,9R)-1-aza-3-(3-butenyl)-9-hydroxymethyl-3,6-dimethyl-8-phenyl-7-oxabicyclo[4.3.0]nonan-2-one 
• 153683-13-7 (2S,3S,6R,8aR)-6-Benzyl-6-but-3-enyl-3-hydroxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 

Relevant academic research and scientific papers

A formal synthesis of (-)-dehydrochamaecynenol asymmetric synthesis of an advanced key intermediate

Keto ester (2), which served as an advanced intermediate in the total synthesis of (±)-dehydrochamaecynenol (1), has been prepared in optically active form.

Synthesis of Enantiomerically Pure Hydrinden-2-ones and Benzinden-2-ones via Asymmetric Alkylations of Chiral Bicyclic Lactams

A route to the titled compounds in >99percent ee was achieved from sequential diastereoselective alkylations of chiral, nonracemic bicyclic lactams 6 and 15.An intramolecular addition of the organolithium species derived from 17a-c and 28a-d gave, after hydrolysis, diketones 25a-c and 30a-d, which were cyclized to the titled compounds 4a-c and 31a-d.As an example of the versatility of this method, the ABC ring system of the triterpene stelliferin A, isolated from marine organisms, was prepared in high enantiomeric excess.