Simmons-Smith Cyclopropanation: A Multifaceted Synthetic Protocol toward the Synthesis of Natural Products and Drugs: A Review

被引：10
作者：
Munir, Ramsha [1 ]
Zahoor, Ameer Fawad [1 ]
Javed, Sadia [2 ]
Parveen, Bushra [1 ]
Mansha, Asim [1 ]
Irfan, Ahmad [3 ]
Khan, Samreen Gul [1 ]
Irfan, Ali [1 ]
Kotwica-Mojzych, Katarzyna [4 ]
Mojzych, Mariusz [5 ]
机构：
[1] Govt Coll Univ Faisalabad, Dept Chem, Med Chem Res Lab, Faisalabad 38000, Pakistan
[2] Govt Coll Univ Faisalabad, Dept Biochem, Faisalabad 38000, Pakistan
[3] King Khalid Univ, Coll Sci, Dept Chem, Abha 61413, Saudi Arabia
[4] Med Univ Lublin, Lab Expt Cytol, Radziwillowska 11, PL-20080 Lublin, Poland
[5] Siedlce Univ Nat Sci & Humanities, Dept Chem, 3-go Maja 54, PL-08110 Siedlce, Poland
来源：
MOLECULES | 2023年 / 28卷 / 15期
关键词：
Simmons-Smith cyclopropanation; natural products; drugs; Furukawa reagent; PLANT-GROWTH PROMOTERS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; NUCLEOSIDE ANALOGS; SOLANDELACTONES-A; INDOLE ALKALOIDS; TERPENDOLE-E; HEPATITIS-C; DERIVATIVES; ALCOHOLS;
D O I：
10.3390/molecules28155651
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：
Simmons-Smith cyclopropanation is a widely used reaction in organic synthesis for stereospecific conversion of alkenes into cyclopropane. The utility of this reaction can be realized by the fact that the cyclopropane motif is a privileged synthetic intermediate and a core structural unit of many biologically active natural compounds such as terpenoids, alkaloids, nucleosides, amino acids, fatty acids, polyketides and drugs. The modified form of Simmons-Smith cyclopropanation involves the employment of Et2Zn and CH2I2 (Furukawa reagent) toward the total synthesis of a variety of structurally complex natural products that possess broad range of biological activities including anticancer, antimicrobial and antiviral activities. This review aims to provide an intriguing glimpse of the Furukawa-modified Simmons-Smith cyclopropanation, within the year range of 2005 to 2022.
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页数：50
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