Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 23, Pages 12726-12734Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02560
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Funding
- National Natural Science Foundation of China [21102179, 21572271]
- Qing Lan Project of Jiangsu Province, National Found for Fostering Talents of Basic Science [J1030830]
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In this work, we present a new strategy for the chemo-, regio-, and stereoselective synthesis of functionalized pyrrolidine derivatives via a hydroxy-assisted phosphine-catalyzed reaction of allenoates or substituted allenoates with o-hydroxyaryl azomethine ylides that offers a wide variety of 4-methylenepyrrolidine derivatives in synthetically useful yields with high stereoselctivities under mild conditions. Remarkably, it is the first example of highly regio- and stereoselective phosphine-catalyzed [3 + 2] cydoaddition of allenoates with o-hydroxyaryl azomethine ylides.
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