Alkane Functionalization by Metal‐Catalyzed Carbene Insertion from Diazo Reagents

2021 ◽  
pp. 1-24
Author(s):  
María Álvarez ◽  
Ana Caballero ◽  
Pedro J. Pérez

A versatile stereocontrolled total synthesis of thienamycin starting from L-aspartic acid is reported. Stereocontrol is achieved by potassium tri- sec -butylborohydride reduction of a thermodynamically formed 3α-acetylazetidinone intermediate. The key [3.2.0] bicyclic ring system is prepared by a metal catalyzed carbene insertion reaction.


2018 ◽  
Vol 16 (17) ◽  
pp. 3087-3094 ◽  
Author(s):  
Yuan-Yuan Ren ◽  
Shou-Fei Zhu ◽  
Qi-Lin Zhou

The development of chiral proton-transfer shuttles provides a totally new enantiocontrol strategy for transition metal-catalyzed asymmetric carbene insertion reactions.


2008 ◽  
Vol 27 (18) ◽  
pp. 4779-4787 ◽  
Author(s):  
Emmanuelle Despagnet-Ayoub ◽  
Kane Jacob ◽  
Laure Vendier ◽  
Michel Etienne ◽  
Eleuterio Álvarez ◽  
...  

2020 ◽  
Vol 56 (86) ◽  
pp. 13169-13172
Author(s):  
Jiayi Yao ◽  
Lingheng Kong ◽  
Xingwei Li

Rh(iii)-Catalyzed synthesis of chromones using arenes and fluorinated diazo reagents via C–H activation, carbene insertion, and uncatalyzed intramolecular nucleophilic aromatic substitution.


2005 ◽  
Vol 83 (6-7) ◽  
pp. 533-542 ◽  
Author(s):  
André B Charette ◽  
Jean-Emmanuel Bouchard

The transition metal-catalyzed cyclopropanation of alkenes using α-diazomethylphosphonates leads to cyclopropylphosphonate derivatives in high yields. The reaction proceeds well with copper, rhodium, and ruthenium catalysts. The best catalysts for the enantioselective version are either Evans' Cu·bis(oxazoline) or Nishiyama's Ru·pybox.Key words: cyclopropylphosphonic acids, copper catalysts, ruthenium catalysts, cyclopropanation, diazo reagents.


2020 ◽  
Vol 40 (4) ◽  
pp. 873
Author(s):  
Huimiao Zhang ◽  
Lingzhi Li ◽  
Fangqi Shen ◽  
Tao Cai ◽  
Runpu Shen

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