211872-49-0

Basic information

• Product Name: (-)(R)-1-sec-butyl-cyclohexene-⁽¹⁾
• Synonyms: (-)(R)-1-sec-butyl-cyclohexene-⁽¹⁾
• CAS NO: 211872-49-0
• Molecular Weight: 138.253
• Mol File: 211872-49-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)(R)-1-sec-butyl-cyclohexene-⁽¹⁾(CAS DataBase Reference)
• NIST Chemistry Reference: (-)(R)-1-sec-butyl-cyclohexene-⁽¹⁾(211872-49-0)
• EPA Substance Registry System: (-)(R)-1-sec-butyl-cyclohexene-⁽¹⁾(211872-49-0)

Safety Data

• Hazardous Substances Data: 211872-49-0(Hazardous Substances Data)

Upstream product

• 23708-48-7 pentamethylenebis(magnesium bromide) 
• 286-20-4 cyclohexene oxide 
• 598-30-1 sec.-butyllithium 

Downstream Products

• 29916-19-6 (R)-(-)-2-cyclohexylbutane 

Relevant articles and documents

Isomerisations of cycloalkene- and bicycloalkene-derived achiral epoxides by enantioselective α-deprotonation

Enantioselective α-deprotonation-rearrangement of cis-cyclooctene oxide 1 using organolithiums in the presence of (-)-sparteine 4 or (-)-α-isosparteine 5 gives the (-)-alcohol 2 in good yields and ees. The use of C2-symmetric bisoxazolines (-)-6a-d as ligands allows access to the (+)-alcohol 2. (-)-α-Isosparteine 5 functions as an efficient asymmetric ligand catalyst in the rearrangement of 1. The α-deprotonation process can be extended to other cycloalkene-derived achiral epoxides 7, 9, 11, 15 and 19. Lithium amide-induced transformations of rigid bicycloalkene-derived epoxides (25, 34 and 42) are described, providing insight into the rearrangement mechanisms which operate following α-lithiation in such systems. The enantioselective α-deprotonation-rearrangement of bicycloalkene-derived epoxides (25, 29 and 42) to ketones (28, 33 and 44 respectively) is described.