75933-70-9

Upstream product

• 108-95-2 phenol 
• 6303-58-8 4-phenyloxybutanoic acid 
• 110-86-1 pyridine 
• 141-82-2 malonic acid 
• 2120-70-9 2-phenoxyethanal 
• 16507-32-7 (±)-3,4-dibromobutanoic acid 
• 114524-36-6 methyl γ-phenoxycrotonate 
• 139-02-6 sodium phenoxide 
• 32438-31-6 (2,2-diethoxy-ethoxy)-benzene 
• 75933-69-6 methyl 4-phenoxycrotonate 

Downstream Products

• 75933-71-0 4-phenoxycrotonyl chloride 
• 75933-51-6 7-(phenoxymethyl)bicyclo<4.3.1>deca-3,7-diene-9,10-dione 
• 75933-41-4 7-(phenoxymethyl)bicyclo<4.3.1>dec-3-ene-9,10-dione 

Relevant academic research and scientific papers

γ-Heteroatom directed stereocontrolled Staudinger cycloaddition reaction of vinylketenes and imines

Vinylketenes possessing a γ-heteroatom, on Staudinger cycloaddition reaction with imines gave trans-3-vinyl-β-lactams in very good yields. The vinyl side chain stereoselectively adopts the Z-configuration in the transition state to stabilize the vinylkete

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation

Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed b-methylene C–H activation of carboxylic acids, leading to the direct syntheses of a,b-unsaturated carboxylic acids or g-alkylidene butenolides. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp3)–H bonds rather than C(sp2)–H bonds or a sequence of dehydrogenation and vinyl C–H alkynylation. The dehydrogenation reaction is compatible with molecular oxygen as the terminal oxidant.

Synthesis of Some Polyfunctionalized Bicyclononane-2,9-diones and Bicyclodecane-2,10-diones

Methods for synthesis of 7,7-disubstituted bicyclodec-3-ene-9,10-dione derivatives 2, synthons for synthesis of elemanolide sesquiterpenes, and related bicyclononanedione systems were developed.It was determined that reaction of electrophili