(1S,4S,8S)-5-Benzyl-2-isobutyl-8-methoxy-1,8-dimethylbicyclo[2.2.2]octa-2,5-diene, an enantiopure diene ligand developed by Carreira, is most commonly used in asymmetric catalysis. It is generally prepared from commercially available (R)-carvone.
Synonyms:Carreira Diene; (1S,4S,8S)--5-Benzyl-8-methoxy-1,8-dimethyl-2-(2′-methylpropyl)-bicyclo[2.2.2]octa-2,5-diene, (1S,4S,8S) Carreira DOLEFIN Ligand, (1S,4S,8S)-5-Benzyl-2-isobutyl-8-methoxy-1,8-dimethyl-2-bicyclo[2.2.2]octa-2,5-diene
Molecular Formula:C₂₂H₃₀O
Molecular Weight:310.47
Purity (HPLC):≥97%
Appearance:Colorless to yellow liquid
Optical Activity:[α]/D −84±5°, c = 0.5 in chloroform
Refractive Index:n20/D 1.522
Storage and Stability:May be stored at RT for short-term only. Long-term storage is recommended at 4°C. Stable for 6 months after receipt. For maximum recovery of product, centrifuge the original vial prior to removing the cap.