手性钯配合物和手性伯氨基酸催化的两个催化体系实现α-支链醛的直接不对称 α-烯丙基化反应。
Direct asymmetric α-allylation of α-branched aldehydes by two catalytic systems with an achiral Pd complex and a chiral primary α-amino acid.
机构信息
Division of Chemical Process Engineering, Graduate School of Engineering, and ‡Molecular Chemistry and Engineering Course, Graduate School of Chemical Sciences and Engineering, Hokkaido University , Kita 13-jo Nishi 8, Kita-ku, Sapporo, Hokkaido 060-8628, Japan.
出版信息
J Org Chem. 2013 Nov 1;78(21):10853-9. doi: 10.1021/jo4018414. Epub 2013 Oct 21.
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.
通过联合使用两种催化体系
手性钯配合物的 Tsuji-Trost 烯丙基化反应和手性伯α-氨基酸的烯胺催化，成功地实现了α-支链醛与易得的烯丙酯的直接α-烯丙基化反应。通过该方法可以立体选择性地构建季碳立体中心，以高对映选择性得到各种 2,2-二取代戊-4-烯醛，产率良好。
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