Building Bridges: Biocatalytic C-C-Bond Formation toward Multifunctional Products

被引:160
作者
Schmidt, Nina G. [1 ]
Eger, Elisabeth [2 ]
Kroutil, Wolfgang [1 ,2 ]
机构
[1] Graz Univ, Dept Chem, ACIB GmbH, Heinrichstr 28, A-8010 Graz, Austria
[2] Graz Univ, Dept Chem Organ & Bioorgan Chem, NAWI Graz, Heinrichstr 28, A-8010 Graz, Austria
基金
奥地利科学基金会;
关键词
C-C coupling; C-C-bond formation; biocatalysis; multifunctional products; lyases; transferases; oxidases; ONE-POT SYNTHESIS; SQUALENE HOPENE CYCLASES; II PYRUVATE ALDOLASE; ASYMMETRIC-SYNTHESIS; ENZYMATIC-SYNTHESIS; D-FRUCTOSE-6-PHOSPHATE ALDOLASE; CHEMOENZYMATIC SYNTHESIS; BENZALDEHYDE LYASE; ESCHERICHIA-COLI; CYCLOHEXANE-1,2-DIONE HYDROLASE;
D O I
10.1021/acscatal.6b00758
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Carbon-carbon bond formation is the key reaction for organic synthesis to construct the carbon framework of organic molecules. The review gives a selection of biocatalytic C-C-bond-forming reactions which have been investigated during the last 5 years and which have already been proven to be applicable for organic synthesis. In most cases, the reactions lead to products functionalized at the site of C-C-bond formation (e.g., alpha-hydroxy ketones, aminoalcohols, diols, 1,4-diketones, etc.) or allow to decorate aromatic and heteroaromatic molecules. Furthermore, examples for cyclization of (non)-natural precursors leading to saturated carbocycles are given as well as the stereoselective cyclopropanation of olefins affording cyclopropanes. Although many tools are already available, recent research also makes it clear that nature provides an even broader set of enzymes to perform specific C-C coupling reactions. The possibilities are without limit; however, a big library of variants for different types of reactions is required to have the specific enzyme for a desired specific (stereoselective) reaction at hand.
引用
收藏
页码:4286 / 4311
页数:26
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