title: Diastereoselective sp2-sp3coupling of sugar enol ethers with unactivated cycloalkenes: new entries to C-branched sugars.
abstract: Sugar enol ethers undergo efficient coupling at C-2 with unactivated cycloalkenes under a low Pd loading affording allylic substitution products. High diastereoselectivity was observed at the allylic centre with sterically hindered substrates. Generation of a π-allyl complex by the Pd(ii) catalyst via cleavage of the allylic C-H bond of the cycloalkene may be responsible for the formation of sp2-sp3coupling products.
authors.affiliation: Academy of Scientific and Innovative Research, Indian Institute of Integrative Medicine (CSIR), Jammu-180001, India. dmukherjee@iiim.ac.in.
authors.forename: Nazar
authors.initials: N
authors.lastname: Hussain
authors.affiliation: Academy of Scientific and Innovative Research, Indian Institute of Integrative Medicine (CSIR), Jammu-180001, India. dmukherjee@iiim.ac.in.
authors.forename: Madhu Babu
authors.initials: MB
authors.lastname: Tatina
authors.affiliation: Academy of Scientific and Innovative Research, Indian Institute of Integrative Medicine (CSIR), Jammu-180001, India. dmukherjee@iiim.ac.in.
authors.forename: Faheem
authors.initials: F
authors.lastname: Rasool
authors.affiliation: Academy of Scientific and Innovative Research, Indian Institute of Integrative Medicine (CSIR), Jammu-180001, India. dmukherjee@iiim.ac.in.
authors.forename: Debaraj
authors.initials: D
authors.lastname: Mukherjee
mesh_terms: D000438:Alcohols / Q000737:chemistry; D002384:Catalysis; D003516:Cycloparaffins / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism; D000073893:Sugars / Q000737:chemistry*
chemical_list: D000438:Alcohols; D003516:Cycloparaffins; D004987:Ethers; D000073893:Sugars; D010165:Palladium