Stereoselective Synthesis of Highly Substituted Cyclopropanes

Synfacts ◽  
2008 ◽  
Vol 2008 (05) ◽  
pp. 0504-0504
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>


1999 ◽  
Vol 64 (26) ◽  
pp. 9521-9528 ◽  
Author(s):  
Shoko Yamazaki ◽  
Yuichiro Yanase ◽  
Etsuko Tanigawa ◽  
Shinichi Yamabe ◽  
Hatsue Tamura

2017 ◽  
Vol 53 (69) ◽  
pp. 9606-9609 ◽  
Author(s):  
Emmanuelle M. D. Allouche ◽  
Sylvain Taillemaud ◽  
André B. Charette

Herein are described more efficient methodologies for the synthesis of highly substituted cyclopropanes as well as the first characterization of a diiodomethylzinc carbenoid.


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