162868-74-8

Basic information

• Product Name: ((1R,2S)-1,2-dimethylcyclohex-3-enyl)methanol
• Synonyms: ((1R,2S)-1,2-dimethylcyclohex-3-enyl)methanol
• CAS NO: 162868-74-8
• Molecular Weight: 140.225
• Mol File: 162868-74-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ((1R,2S)-1,2-dimethylcyclohex-3-enyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: ((1R,2S)-1,2-dimethylcyclohex-3-enyl)methanol(162868-74-8)
• EPA Substance Registry System: ((1R,2S)-1,2-dimethylcyclohex-3-enyl)methanol(162868-74-8)

Safety Data

• Hazardous Substances Data: 162868-74-8(Hazardous Substances Data)

Upstream product

• 1420376-80-2 (1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate 
• 1420376-83-5 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-enecarboxylate 

Relevant articles and documents

Lewis acid mediated asymmetric Diels-Alder reactions of chiral 2-phosphonoacrylates

2-Phosphonoacrylates containing four chiral alcohol auxiliaries were efficiently prepared and evaluated in Lewis acid mediated Diels-Alder reactions. Under the activation of SnCl4, all reactions performed in CH 2Cl2 at -65 °C exclusively afforded the endo (endo-to-carboxylate) cycloadducts with dr's ranging from 50:50 to >99:1. The best facial selectivity was obtained from the substrate bearing a (-)-phenylmenthyl group, to give adducts as (dr >99:1) or almost as (dr = 99:1) single diastereomers. Detailed strategies for the structural elucidation of the cycloadducts as well as a rationalization of the observed stereoselectivity are described.