Copper-catalysed ring opening of polycyclic meso-hydrazines with trialkylaluminium reagents and SimplePhos ligands.
meso-Hydrazines could be desymmetrised by ring-opening reactions by using various metal catalysts to form substituted cyclopentenes, which have a high synthetic potential. Herein, we report the asymmetric copper-catalysed ring opening of a range of polycyclic hydrazines with trialkylaluminium reagents and SimplePhos ligands with both high isolated yields and enantioselectivities of up to 95 %.
Palais
Laëtitia
L
Département de chimie organique, Université de Genève, 30 quai Ernest Ansermet, 1211 Geneve 4, Switzerland.
Bournaud
Chloée
C
Micouin
Laurent
L
Alexakis
Alexandre
A
D017607:Aluminum Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D017607:Aluminum Compounds; D006834:Hydrazines; D007202:Indicators and Reagents; D008024:Ligands; D009943:Organophosphorus Compounds; D011083:Polycyclic Compounds; D003300:Copper