Authors
Wusheng Guo, Luis Martínez-Rodríguez, Rositha Kuniyil, Eddy Martin, Eduardo C Escudero-Adán, Feliu Maseras, Arjan W Kleij
Publication date
2016/9/14
Journal
Journal of the American Chemical Society
Volume
138
Issue
36
Pages
11970-11978
Publisher
American Chemical Society
Description
Significant progress has been observed in recent years in the synthesis of allylic amines, which are important building blocks in synthetic chemistry. Most of these processes are effective toward the preparation of allylic amines, with limited potential to introduce three or four different substituents on the olefinic unit in a stereocontrolled fashion. Therefore, the discovery of a mild and operationally simple protocol allowing such challenging stereoselective synthesis of multisubstituted allylic amines remains an inspiring target. Herein, we report the first general and practical methodology for the stereoselective synthesis of tri- and tetrasubstituted allylic amines based on Pd-catalyzed conversion of allyl surrogates readily obtained from cyclic vinyl carbonates. These rare conversions are characterized by excellent stereoselectivity, operational simplicity, mild reaction conditions, and wide scope in reaction partners. DFT …
Total citations
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Scholar articles
W Guo, L Martínez-Rodríguez, R Kuniyil, E Martin… - Journal of the American Chemical Society, 2016