Catalytic Enantioselective Formal Synthesis of MDM2 Antagonist RG7388 and Its Analogues
Summary of main observation and conclusion The catalytic asymmetric 1,3‐dipolar [3 + 2] cycloaddition of azomethine ylides with stilbenes has been established, affording structurally diverse pyrrolidines bearing four contiguous stereocenters with stereo‐diversity in generally high yields and good to...
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Published in | Chinese journal of chemistry Vol. 38; no. 5; pp. 435 - 438 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Weinheim
WILEY‐VCH Verlag GmbH & Co. KGaA
01.05.2020
Wiley Wiley Subscription Services, Inc |
Subjects | |
Online Access | Get full text |
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Summary: | Summary of main observation and conclusion
The catalytic asymmetric 1,3‐dipolar [3 + 2] cycloaddition of azomethine ylides with stilbenes has been established, affording structurally diverse pyrrolidines bearing four contiguous stereocenters with stereo‐diversity in generally high yields and good to excellent stereoselectivities (up to 98% yield, 99 : 1 dr, >99% ee). Meanwhile, this strategy allowed the formal synthesis of antitumor drug RG7388 (Phase III clinical study) and its analogues in high efficiency.
Copper(I)‐catalyzed asymmetric 1,3‐dipolar [3 + 2] cycloaddition between stilbenes and azomethine ylides was established, affording RG7388 precursor and its analogues in high yields with high diastereo‐ and enantioselectivities. |
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ISSN: | 1001-604X 1614-7065 |
DOI: | 10.1002/cjoc.201900530 |