76089-32-2

Upstream product

• 33868-51-8 2-hydroxymethyl-2-phenyl-1,3-dioxolane 
• 106-96-7 propargyl bromide 
• 69626-31-9 2-[(prop-2-yn-1-yl)oxy]-1-phenylethan-1-one 
• 107-21-1 ethylene glycol 

Downstream Products

• 33868-49-4 acetonyl phenacyl ether 

Relevant academic research and scientific papers

Rhodium-Catalyzed Asymmetric Cycloisomerization of 1,3-Diketones with Keto-Vinylidenecyclopropanes: Synthesis of Enantiomerically Enriched Cyclic β-Amino Alcohols

We report here an effective and atom-economical method to synthesize enantiomerically enriched cyclic β-amino alcohols via a rhodium-catalyzed asymmetric cycloisomerization of 1,3-diketones with keto-vinylidenecyclopropanes. The reactions proceed through a Rh-catalyzed transformation of keto-vinylidenecyclopropanes via cleavage of the distal C?C bond of the three-membered ring as a three-carbon synthon, allowing the generation of a range of enantiomerically enriched cyclic β-amino alcohols tethered to an alkene and an 1,3-dione moiety in good yields with high ee values under mild conditions. Derivatizations including allylation of the functionalized β-amino alcohols and subsequent RCM reaction as well as the preparation of a pyrazole derivative were carried out as well. (Figure presented.).

Synthesis of 2H-Pyran-3-(6H)-ones

5-Substituted 2H-pyran-3(6H)-ones have been synthesised by intramolecular aldol condensation of diacetonyl and acetonyl phenacyl ethers which were accessible by hydration of corresponding 2-propynyl ethers.