155409-79-3

Basic information

• Product Name: (+)-<(S)R>-1-Ethoxy-2-methyl-4-(p-tolylsulfinyl)-1,3-butadiene
• Synonyms: (+)-<(S)R>-1-Ethoxy-2-methyl-4-(p-tolylsulfinyl)-1,3-butadiene
• CAS NO: 155409-79-3
• Molecular Weight: 250.362
• Mol File: 155409-79-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-<(S)R>-1-Ethoxy-2-methyl-4-(p-tolylsulfinyl)-1,3-butadiene(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-<(S)R>-1-Ethoxy-2-methyl-4-(p-tolylsulfinyl)-1,3-butadiene(155409-79-3)
• EPA Substance Registry System: (+)-<(S)R>-1-Ethoxy-2-methyl-4-(p-tolylsulfinyl)-1,3-butadiene(155409-79-3)

Safety Data

• Hazardous Substances Data: 155409-79-3(Hazardous Substances Data)

Upstream product

• 62055-46-3 3-ethoxy-2-methylacrolein 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 

Relevant articles and documents

First Diels-Alder Reactions of Enantiomerically Pure 1-p-Tolylsulfinyl Dienes: Straightforward Access to Cyclohexenols through Tandem Cycloaddition/-Sigmatropic Rearrangement

The asymmetric Diels-Alder reactions of (R)-1-(p-tolylsulfinyl)-1,3-butadienes 3a-c with N-methylmaleimide (NMM) have been explored.The cycloadditions are stereospecific: only one endo adduct is formed, the ?-facial diastereoselectivity being controlled by the sulfoxide both in thermal and catalytic conditions.The in situ cycloaddition/sulfoxide sulfenate -sigmatropic rearrangement starting from chiral 3a-c in the presence of an excess of NMM, which acts as thiophilic agent, provides a convenient one-step access to enantiomerically pure and all-cis functionalized cyclohexenols (-)-5a-c.