Transannular cyclizations. Stereoselective synthesis of the cyclopentanoid monoterpenes

1975 ◽  
Vol 40 (22) ◽  
pp. 3312-3313 ◽  
Author(s):  
Randall S. Matthews ◽  
James K. Whitesell
Keyword(s):  
Stereoselective Synthesis ◽  
Cyclopentanoid Monoterpenes

Stereoselective Synthesis 1 Stereoselective Reactions of Carbon—Carbon Double Bonds

2011 ◽  
Author(s):  
J. G. de Vries ◽  
K. Muñiz ◽  
G. Franciò ◽  
W. Leitner ◽  
P. L. Alsters ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Double Bonds ◽  
Stereoselective Reactions

Enantioselective Multi-Component Cyclopropane Synthesis Enabled by Cu-Catalyzed Cyclopropene Carbometallation with Organoboron Reagent

2018 ◽  
Author(s):  
Zhanyu Li ◽  
Mengru Zhang ◽  
Yu Zhang ◽  
Shuang Liu ◽  
Jinbo Zhao ◽  
...  
Keyword(s):  
Carbon Source ◽  
Stereoselective Synthesis ◽  
Organometallic Reagents ◽  
Preliminary Results ◽  
Quaternary Center ◽  
Chiral Centers ◽  
Substituted Cyclopropanes ◽  
Proof Of Principle

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>

Sign in / Sign up

Export Citation Format

Share Document