Highly enantioselective carbon-carbon bond formation by Cu-catalyzed asymmetric [2,3]-sigmatropic rearrangement: application to the syntheses of seven-membered oxacycles and six-membered carbocycles.
A concise route for the syntheses of enantioenriched functionalized scaffolds of medium-sized oxacycles and carbocycles employing the chiral auxiliary-mediated Cu-catalyzed ylide formation/[2,3]-sigmatropic rearrangement as a key step was developed.
Kumaraswamy
Gullapalli
G
Organic Division-III, Indian Institute of Chemical Technology, Hyderabad, India. gkswamy_iict@yahoo.co.in
Sadaiah
Kadivendi
K
Ramakrishna
Duggirala Subrahmanya
DS
Police
Naresh
N
Sridhar
Balasubramanian
B
Bharatam
Jagadeesh
J
D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry; D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D010082:Oxepins / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; D000475:Alkenes; D006574:Heterocyclic Compounds, 2-Ring; D009942:Organometallic Compounds; D010082:Oxepins; D002244:Carbon; D003300:Copper