110950-00-0

Upstream product

• 109307-85-9 (Z)-2-<(phenylthio)methyl>-7-methyl-2,7-octadienal 
• 19493-09-5 Methylenetriphenylphosphorane 
• 109432-19-1 (Z)-2-<(phenylthio)methyl>-2-nonen-1-ol 
• 64600-37-9 (E)-1-(phenylthio)-2-(ethoxycarbonyl)-2-nonene 
• 64825-78-1 5-methyl-5-hexen-1-al 
• 109307-82-6 (Z)-2-<(phenylthio)methyl>-7-methyl-2,7-octadien-1-ol 
• 110950-02-2 3-Phenylsulfanyl-2-(triphenyl-λ⁵-phosphanylidene)-propionic acid ethyl ester 
• 109307-80-4 ethyl (Z)-2-<(phenylthio)methyl>-7-methyl-2,7-octadienoate 

Downstream Products

• 109308-30-7 (3aS,7aS)-3a-Methyl-7-phenylsulfanylmethyl-2,3,3a,4,5,7a-hexahydro-1H-indene 
• 109308-29-4 (3aR,7aS)-3a-Methyl-7-phenylsulfanylmethyl-2,3,3a,4,5,7a-hexahydro-1H-indene 

Relevant academic research and scientific papers

New Approaches to the Synthesis of Vitamin D Metabolites. 2. The Effect of Some Substituents on Stereochemistry in the Intramolecular Cycloadditions of Nonatrienes

Intramolecular Diels-Alder reactions of 8-methyl-1,3,8-nonatrienes 5 and 6 were studied to determine the effects of substituents on the stereochemistry of ring closure.Substituents at C-3 favor closure to trans-hydrindenes; likewise, a C-7 alkyl group favors closure to trans-hydrindene products.Substrates bearing a C-7 alkyl substituent afforded products in which the alkyl substituent was invariably cis to the angular methyl group (34 and 35).The ratio of trans:cis fused hydrindenes was shown to be solvent-dependent; yields were improved when closures were effected in dimethylaniline.

N,N-DIMETHYLANILINE AS A SOLVENT FOR INTRAMOLECULAR DIELS ALDER REACTIONS. IMPROVED YIELDS AND CHANGES IN STEREOISOMER RATIOS

N,N-Dimethylaniline was found to be superior solvent for intramolecular Diels Alder closures of 1,3,8-nonatrienes to trans-hydrindenes.