Synthesis of Enantioenriched Vicinal Tertiary and Quaternary Carbon Stereogenic Centers within an Acyclic Chain

被引:107
作者
Pierrot, David [1 ]
Marek, Ilan [1 ]
机构
[1] Technion Israel Inst Technol, Schulich Fac Chem, Mallat Family Lab Organ Chem, IL-3200009 Haifa, Israel
基金
欧洲研究理事会;
关键词
diastereodivergence; quaternary stereogenic centers; stereogenic centers; tertiary stereogenic centers; vicinal positions; ASYMMETRIC ALLYLIC ALKYLATION; C-C BONDS; CATALYTIC ENANTIOSELECTIVE CONSTRUCTION; REMOTE FUNCTIONALIZATION; ALPHA; ALPHA-DISUBSTITUTED ALDEHYDES; CLAISEN REARRANGEMENT; CONTIGUOUS QUATERNARY; CONJUGATE ADDITIONS; ADJACENT QUATERNARY; MICHAEL ADDITION;
D O I
10.1002/anie.201903188
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Overcoming the inherent difficulty to prepare quaternary carbon stereogenic centers, the diastereo- and enantioselective preparation of acyclic carbon backbones possessing vicinal quaternary and tertiary stereogenic centers (i.e. in a 1,2-relationship) causes distorted geometries and represents a very acute problem in organic synthesis. Several approaches are discussed in this minireview underlining the challenges illustrated by the rather limited number of approaches available to practitioners.
引用
收藏
页码:36 / 49
页数:14
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