Method for Catalytic Enantioselective Alkylation of Aldehydes Using Grignard Reagents as Alkyl Sources
Method for Catalytic Enantioselective Alkylation of Aldehydes Using Grignard Reagents as Alkyl Sources
复制标题
使用格氏试剂作为烷基源的醛的催化对映选择性烷基化方法
DOI：
10.1021/acs.joc.8b00929
复制
发表时间：
2018
期刊：
影响因子：
--
通讯作者：
Harada Toshiro
中科院分区：
文献类型：
--
作者：
Tanaka Kento;Tomihama Munehisa;Yamamoto Koji;Matsubara Naoki;Harada Toshiro
由Grignard试剂和ClTi（OiPr）3原位生成的烷基钛试剂可以在无需进一步操作的情况下通过DTBP-H8-BINOL衍生的手性钛配合物的催化作用用于醛的对映选择性烷基化。该反应在低催化剂负载量（2mol%）下以良好的化学计量[各1.5当量的格氏试剂和ClTi（OiPr）3]进行，以高对映选择性和产率提供各种手性仲醇，因此以间接方式实现格氏反应的不对称版本。
Alkyltitanium reagents, generatedin situfrom Grignard reagents and ClTi(OiPr)3, can be employed without further manipulation in the enantioselective alkylation of aldehyde by the catalysis of a chiral titanium complex derived from DTBP-H8-BINOL. The reaction is performed with good stoichiometry [1.5 equiv each of Grignard reagents and ClTi(OiPr)3] at a low catalyst loading (2 mol %), affording a variety of chiral secondary alcohols in high enantioselectivity and yields and, hence, realizing an asymmetric version of the Grignard reaction in an indirect manner.