172277-06-4

Upstream product

• 2032-35-1 Bromoacetaldehyde diethyl acetal 
• 172585-06-7 (S,S)-(+)-1,2-bis(2-methylphenyl)ethane-1,2-diol 
• 253446-53-6 3,4,4a,5,6,7-hexahydro-5,5-dimethyl-4'S,5'S-bis(2-methylphenyl)spiro[8H-2-benzopyran-3,2'-[1,3]-dioxolan]-8-ol 
• 191283-22-4 (S,S,S)-1,2-bis(2-methylphenyl)-2-hydroxyethyl (2-formyl-6,6-dimethyl-2-cyclohexen-1-yl)acetate 
• 191283-14-4 3,4,4a,5,6,7-hexahydro-5,5-dimethyl-4'S,5'S-bis(2-methylphenyl)spiro[8H-2-benzopyran-3,2'-[1,3]-dioxolan]-8-one 

Downstream Products

• 172276-99-2 (4aR,4'S,5'S)-4',5'-bis(2-methylphenyl)-4,4a-dihydrospiro<3H,10H-pyrano<4,3-b><1>benzopyran-3,2'-<1,3>dioxolan>-10-one 
• 191283-11-1 (S,S)-4,5-bis(2-methylphenyl)-2-methylene-1,3-dioxolane 
• 287978-11-4 4-acetyl-3-acetylamino-5-oxohexanoic acid 1,2-bis(2-methylphenyl)-2-hydroxyethyl ester 
• 287978-07-8 4-acetylamino-3,4-dihydro-6-methyl-4'S,5'S-bis(2-methylphenyl)-5-(1-oxoethyl)spiro[2H-pyran-2,2'-[1,3]dioxolan] 

Relevant academic research and scientific papers

The use of homochiral 2-methylene-4,5-diaryl-1,3-dioxolanes as recyclable acetic ester enolate equivalents: asymetric synthesis of terpenoids

The α-cyclocitral derivatives 5 and 10 are accessible in homochiral form via an auxiliary-based sequence using the heterodiene cycloaddition of a 2-methylene-4,5-diaryl-1,3-dioxolane 1 to 2-formyl-4,4-dimethyl-2-cyclohexen-1-one 2 as the key step.

Heterodiene cycloadditoins of C2 symmetric 4,5-disubstituted ketene acetals: the nett asymmetric conjugate addition of recyclable acetic ester enolate equivalents to an activated enone

Heterodiene cycloadditions of 3-formylchromone 2 to a series of ketene acetals 1 derived from C2 symmetric 1,2-diarylethane-1,2-diols are diastereoselective.From (S,S)-1,2-di(o-tolyl)ethane-1,2-diol 6c the major cycloadduct 3c was isolated by crystallization and transformed by acid-catalysed methanolysis into (S)-methyl 4-oxo-3,4-dihydro-2H-1-benzopyran-2-ylacetate 5, together with the original 1,2-diol 6c which could be recycled.The structures of two cyclic carbonates 22a and 22c were determined by X-ray diffraction and used as models in seeking a mechanistic rationale for the stereoselective cycloadditions of the analogous ketene acetals 1a and 1c.