Journal
ACS CATALYSIS
Volume 11, Issue 2, Pages 743-749Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c04648
Keywords
rhodium; 1,4-addition; high-throughput experimentation; proline; unnatural amino acids
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A highly efficient Rh-catalyzed conjugate addition reaction for the synthesis of proline analogues was reported. The method exhibited high yield and high levels of diastereo- and enantioselectivity for the desired products. This approach was used to synthesize a variety of 3-substituted proline derivatives from readily available dehydroproline electrophiles and boronic acid nucleophiles.
An enantio- and diastereoselective Rh-catalyzed conjugate addition reaction for the synthesis of proline analogues is reported. A high-throughput experimentation campaign was used to identify an efficient chiral catalyst which was able to afford the desired products in high yield and with high levels of diastereo- and enantioselectivity. This method was used to afford a range of 3-substituted proline derivatives from readily available dehydroproline electrophiles and boronic acid nucleophiles.
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