848674-84-0Relevant articles and documents
Highly enantioselective asymmetric hydrogenation of (E)-β,β- disubstituted α,β-unsaturated Weinreb amides catalyzed by Ir(i) complexes of SpinPhox ligands
Shang, Jian,Han, Zhaobin,Li, Yang,Wang, Zheng,Ding, Kuiling
, p. 5172 - 5174 (2012/06/18)
The Ir(i) complexes of chiral spiro phosphino-oxazoline ligands (SpinPhox) have demonstrated good to excellent enantioselectivity in the asymmetric hydrogenation (AH) of a variety of (E)-β,β-disubstituted α,β-unsaturated N-methoxy-N-methylamides, affording the corresponding optically active Weinreb amides with up to 97% ee.
Organic synthesis in pheromone science
Mori, Kenji
, p. 1023 - 1047 (2007/10/03)
Examples are given to illustrate the use of chemical and/or enzymatic asymmetric reactions in the synthesis of the new pheromones of the broad-horned flour beetle, flea beetle, currant stem girdler and Colorado potato beetle. The relationships between ste
Synthesis of (R)-ar-turmerone and its conversion to (R)-ar-himachalene, a pheromone component of the flea beetle: (R)-ar-himachalene is dextrorotatory in hexane, while levorotatory in chloroform
Mori, Kenji
, p. 685 - 692 (2007/10/03)
(R)-ar-Turmerone was synthesized from (4-methylphenyl)acetic acid by employing Evans asymmetric alkylation as the key step. (R)-ar-Turmerone was converted to (R)-ar-himachalene, which was dextrorotatory in hexane while levorotatory in chloroform. Enantiomerically impure (75% ee) (R)-3-(4-methylphenyl)butanoic acid crystallized more readily than the enantiomerically pure one.
Rhodium/diene-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated Weinreb amides
Shintani, Ryo,Kimura, Takahiro,Hayashi, Tamio
, p. 3213 - 3214 (2007/10/03)
Rhodium/chiral diene (S,S)-3b complex has been found to effectively catalyze the 1,4-addition of arylboronic acids to α,β-unsaturated Weinreb amides, furnishing useful β-chiral Weinreb amides in high enantioselectivity. The Royal Society of Chemistry 2005.