Palladium-Catalyzed DYKAT of Vinyl Epoxides: Enantioselective Total Synthesis and Assignment of the Configuration of (+)-Broussonetine G

2003 ◽  
Vol 42 (48) ◽  
pp. 5987-5990 ◽  
Author(s):  
Barry M. Trost ◽  
Daniel B. Horne ◽  
Michael J. Woltering
2021 ◽  
Author(s):  
Yi An ◽  
Mengjuan Wu ◽  
Weijian Li ◽  
Yaling Li ◽  
Zhenzhen Wang ◽  
...  

Reported herein a concise and enantioselective total synthesis of Schizozygine alkaloids (–)-strempeliopine. This synthetic strategy features a palladium-catalyzed decarboxylative asymmetric allylic alkylation of N-benzoyl lactam to set up the absolute...


2020 ◽  
Author(s):  
Tyler J. Fulton ◽  
Anthony Chen ◽  
Michael Bartberger ◽  
Brian Stoltz

<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>


2020 ◽  
Author(s):  
Tyler J. Fulton ◽  
Anthony Chen ◽  
Michael Bartberger ◽  
Brian Stoltz

<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>


Author(s):  
Dongseok Jang ◽  
Minchul Choi ◽  
Jinglong Chen ◽  
Chulbom Lee

Sign in / Sign up

Export Citation Format

Share Document