scholarly journals Sequential Catalytic Asymmetric Heck—Iminium Ion Cyclization: Enantioselective Total Synthesis of the Strychnos Alkaloid Minfiensine.

ChemInform ◽  
2005 ◽  
Vol 36 (48) ◽  
Author(s):  
Amy B. Dounay ◽  
Larry E. Overman ◽  
Aaron D. Wrobleski
Keyword(s):  
Total Synthesis ◽  
Enantioselective Total Synthesis ◽  
Iminium Ion ◽  
Catalytic Asymmetric

Catalytic Asymmetric Assembly of Stereodefined Propionate Units:  An Enantioselective Total Synthesis of (−)-Pironetin

2006 ◽  
Vol 128 (23) ◽  
pp. 7438-7439 ◽  
Author(s):  
Xiaoqiang Shen ◽  
Andrew S. Wasmuth ◽  
Junping Zhao ◽  
Cheng Zhu ◽  
Scott G. Nelson
Keyword(s):  
Total Synthesis ◽  
Enantioselective Total Synthesis ◽  
Catalytic Asymmetric

scholarly journals Enantioselective Total Synthesis of (–)-Myrifabral A and B

2020 ◽  
Author(s):  
Tyler J. Fulton ◽  
Anthony Chen ◽  
Michael Bartberger ◽  
Brian Stoltz
Keyword(s):  
Total Synthesis ◽  
Allylic Alkylation ◽  
Enantioselective Total Synthesis ◽  
Cross Metathesis ◽  
Quaternary Center ◽  
Tricyclic Core ◽  
Iminium Ion ◽  
Palladium Catalyzed

<p>A catalytic enantioselective approach to the myrioneuron alkaloids (–)-myrifabral A and (–)-myrifabral B is described. The synthesis was enabled by a palladium-catalyzed enantioselective allylic alkylation, that generates the C(10) all-carbon quaternary center. A key N-acyl iminium ion cyclization forged the cyclohexane fused tricyclic core, while vinyl boronate cross metathesis and oxidation afforded the lactol ring of (–)-myrifabral A. Adaptation of previously reported conditions allowed for the conversion of (–)-myrifabral A to (–)-myrifabral B.</p>

Sign in / Sign up

Export Citation Format

Share Document