ChemInform Abstract: A Short and Stereoselective Synthesis of Highly Substituted Cyclopropanes from α,β-Unsaturated Carbonyl Compounds with Dichloromethyl p-Tolyl Sulfoxide.

ChemInform ◽  
2008 ◽  
Vol 39 (43) ◽  
Author(s):  
Toshifumi Miyagawa ◽  
Toshinori Tatenuma ◽  
Makoto Tadokoro ◽  
Tsuyoshi Satoh
2018 ◽  
Author(s):  
Zhanyu Li ◽  
Mengru Zhang ◽  
Yu Zhang ◽  
Shuang Liu ◽  
Jinbo Zhao ◽  
...  

Deployment of organoboron in lieu of the strongly basic <br>organometallic reagents as carbon source in Cu-catalyzed <br>cyclopropene carbometallation opens unprecedented three-<br>component reactivity for stereoselective synthesis of poly-substituted cyclopropanes. A proof-of-principle demonstration of this novel carbometallation strategy is presented herein for a highly convergent access to poly-substituted aminocyclopropane framework via <br>carboamination. Preliminary results on asymmetric desymmetrization with commercial bisphosphine ligands attained high levels of enantioselection, offering a straightforward access to enantioenriched aminocyclopropanes bearing all-three chiral centers, including an all-carbon quaternary center. This strategy may underpin a host of novel synthetic protocols for poly-substituted cyclopropanes. <br>


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