1242612-15-2

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 

Downstream Products

• 1242612-14-1 (3R,4aR,8S)-3-methyl-8-(2-oxo-2-phenylethyl)-4,4a,7,8-tetrahydropyrido[1,2-c][1,3]oxazin-1(3H)-one 
• 1242612-16-3 (2R,6S)-tert-butyl 6-((S)-2-hydroxy-2-phenylethyl)-2-((R)-2-hydroxypropyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 1242612-22-1 (2R,6S)-tert-butyl 6-((R)-2-hydroxy-2-phenylethyl)-2-((R)-2-hydroxypropyl)-5,6-dihydropyridine-1(2H)-carboxylate 

Relevant academic research and scientific papers

Synthesis of (-)-sedinine by allene cyclization and iminium Ion chemistry

A synthesis of the sedum alkaloid sedinine has been achieved employing silver(I)-catalyzed allenic hydroxylamine cyclization and ring-closing metathesis to form a bicyclic N,O-acetal. Ring opening of this acetal with a silyl enol ether under Lewis acidic conditions is exclusively trans selective, leading to the natural product after reduction. On the other hand, conversion of the bicyclic N,O-acetal to a semicyclic N,O-acetal results in no stereoselectivity during such a reaction. The contrasting results can be rationalized by consideration of the conformation of the iminium ions.