Efficient Preparation of β-Branched γ, δ-Unsaturated Esters through Copper-Catalyzed Allylic Alkylation of Ketene Silyl Acetal
Efficient Preparation of β-Branched γ, δ-Unsaturated Esters through Copper-Catalyzed Allylic Alkylation of Ketene Silyl Acetal
复制标题
铜催化乙烯酮甲硅烷基缩醛烯丙基烷基化高效制备 β-支链 γ, δ-不饱和酯
DOI：
10.1055/s-0031-1289712
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发表时间：
2012
期刊：
影响因子：
--
通讯作者：
Masaya Sawamura
中科院分区：
文献类型：
--
作者：
Dong Li;Hirohisa Ohmiya;Masaya Sawamura
铜催化乙烯酮硅缩醛的烯丙基烷基化反应具有很好的γ-E-选择性。在对映体富集的仲烯丙基磷酸酯的反应中发生了高效的α-到-γ手性转移，并具有反选择性，得到了对映体富集的β-支化γ，δ-不饱和酯。该反应在产物产率和立体选择性方面易于放大和高度可靠。
Copper-catalyzed allylic alkylation of ketene silyl acetals proceeded with excellent γ-E-selectivity. Efficient α-to-γ chirality transfer with anti-selectivity occurred in the reaction of enantioenriched secondary allylic phosphates, affording enantioenriched β-branched γ, δ-unsaturated esters. The reaction was readily scalable and highly reliable in terms of product yield and stereoselectivities.