Microwave-assisted Olefin Metathesis as Pivotal Step in the Synthesis of Bioactive Compounds

被引:6
作者
Etse, Koffi Senam [1 ]
Ngendera, Alice [1 ]
Ntumba, Nelly Tshibalonza [1 ]
Demonceau, Albert [1 ]
Delaude, Lionel [2 ]
Dragutan, Ileana [3 ]
Dragutan, Valerian [3 ]
机构
[1] Univ Liege, Dept Chem, Lab Macromol Chem & Organ Catalysis, Sart Tilman B-6a, B-4000 Liege, Belgium
[2] Univ Liege, Dept Chem, Lab Organometall Chem & Homogeneous Catalysis, Sart Tilman B-6a, B-4000 Liege, Belgium
[3] Romanian Acad, Inst Organ Chem, 202B Spl Independentei,POB 35-108, Bucharest 060023, Romania
关键词
Cross-metathesis; microwaves; natural products; olefin metathesis; ring-closing metathesis; ruthenium catalysts; RING-CLOSING METATHESIS; RUTHENIUM-INDENYLIDENE COMPLEXES; STEREOSELECTIVE TOTAL-SYNTHESIS; 6-MEMBERED HETEROCYCLIC-COMPOUNDS; ACYCLIC NUCLEOSIDE PHOSPHONATES; RESORCYLIC ACID LACTONES; KAPPA-B ACTIVATION; PROTEASE INHIBITOR; CATALYTIC EVALUATION; VANIPREVIR MK-7009;
D O I
10.2174/0929867324666170314122820
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
Over the last two decades, olefin metathesis has emerged as a new avenue in the design of new routes for the synthesis of natural products and active pharmaceutical ingredients. In many cases, syntheses based on olefin metathesis strategies provide significant routes in terms of increasing the overall yields, improving the synthesis scope, and decreasing the number of steps. On the other hand, over the last decade, microwave-assisted chemistry has experienced an incredible development, which rapidly opened new areas in organic synthesis and in homogeneous catalysis. In this review article, we highlight applications of microwave-heated olefin metathesis reactions as pivotal steps in the total synthesis of biologically active compounds. By drawing selected examples from the recent literature, we aim to illustrate the great synthetic power and variety of metathesis reactions, as well as the beneficial effects of microwave irradiation over conventional heating sources. The majority of the selected applications of microwave-assisted olefin metathesis cover the synthesis of medium-ring cycles, macrocycles, and peptidomimetics by means of ring-closing metathesis (RCM) and cross-metathesis (CM) routes.
引用
收藏
页码:4538 / 4578
页数:41
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