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J Org Chem ; 78(21): 10853-9, 2013 Nov 01.
Article in English | MEDLINE | ID: mdl-24102624

ABSTRACT

Direct α-allylation of α-branched aldehydes was successfully carried out with a readily available allyl ester by combined use of two catalytic systems: Tsuji-Trost allylation reaction with an achiral palladium complex and enamine catalysis with a chiral primary α-amino acid. A quaternary carbon stereogenic center was constructed stereoselectively to give various 2,2-disubstituted pent-4-enals in good yields with high enantioselectivity.


Subject(s)
Aldehydes/chemistry , Allyl Compounds/chemistry , Organometallic Compounds/chemistry , Palladium/chemistry , Amino Acids , Catalysis , Molecular Structure , Stereoisomerism
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