Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes

被引:4
|
作者
Sola, Ricard [1 ]
Veguillas, Marcos [1 ]
Gonzalez-Soria, Maria Jose [1 ]
Carter, Nicholas [1 ]
Fernandez-Ibanez, M. Angeles [2 ]
Macia, Beatriz [1 ]
机构
[1] Manchester Metropolitan Univ, Div Chem & Environm Sci, Oxford Rd, Manchester M1 5GD, Lancs, England
[2] Vant Hoff Inst Mol Sci, Sci Pk 904, NL-1090 GS Amsterdam, Netherlands
来源
MOLECULES | 2018年 / 23卷 / 04期
基金
英国工程与自然科学研究理事会;
关键词
alkenes; asymmetric catalysis; titanium; addition to aldehydes; Schwartz reagent; ASYMMETRIC CONJUGATE ADDITION; GRIGNARD-REAGENTS; ORGANIC-SYNTHESIS; ALKYLZIRCONIUM REAGENTS; CARBONYL-COMPOUNDS; HYDROZIRCONATION-TRANSMETALATION; ORGANOZINC ADDITIONS; ALIPHATIC-ALDEHYDES; QUATERNARY CENTERS; ALLYLIC ALCOHOLS;
D O I
10.3390/molecules23040961
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(OiPr)(4), proceeds under mild and convenient conditions, and no premade organometallic reagents are required since the alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The methodology is compatible with functionalized nucleophiles and a broad range of aromatic aldehydes.
引用
收藏
页数:12
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