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Highly Stereoselective Palladium‐Catalyzed [3+2] Cycloaddition of Vinyl Epoxides and N‐Benzothiazolimines

Highly Stereoselective Palladium‐Catalyzed [3+2] Cycloaddition of Vinyl Epoxides and... An asymmetric [3+2] cycloaddition of racemic vinyl epoxides with N‐benzothiazolimines has been presented under Pd‐catalysis. This transformation provides rapid access to highly functionalized oxazolidine scaffolds in generally good yields along with high stereoselectivities (up to 99% ee, 8.5 : 1 d.r.) under mild conditions. The use of chiral BINAP ligand enabled this asymmetric transformation with a broad substrate tolerance. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Highly Stereoselective Palladium‐Catalyzed [3+2] Cycloaddition of Vinyl Epoxides and N‐Benzothiazolimines

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References (56)

Publisher
Wiley
Copyright
© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201900636
Publisher site
See Article on Publisher Site

Abstract

An asymmetric [3+2] cycloaddition of racemic vinyl epoxides with N‐benzothiazolimines has been presented under Pd‐catalysis. This transformation provides rapid access to highly functionalized oxazolidine scaffolds in generally good yields along with high stereoselectivities (up to 99% ee, 8.5 : 1 d.r.) under mild conditions. The use of chiral BINAP ligand enabled this asymmetric transformation with a broad substrate tolerance.

Journal

Asian Journal of Organic ChemistryWiley

Published: Dec 1, 2019

Keywords: ; ; ; ;

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