Evolution of a Strategy for the Enantioselective Synthesis of (−)-Cajanusine

Brown, M. Kevin; Guo, Renyu; Witherspoon, Brittany

Evolution of a Strategy for the Enantioselective Synthesis of (−)-Cajanusine

Files

Evolution of a Strategy for the Enantioselective Synthesis of (−)-Cajanusine.pdf (1.14 MB)

Can’t use the file because of accessibility barriers? Contact us with the title of the item, permanent link, and specifics of your accommodation need.

Date

2020

Authors

Brown, M. Kevin

Guo, Renyu

Witherspoon, Brittany

Publisher

Journal of the American Chemical Society

Permanent Link

https://hdl.handle.net/2022/27123

Abstract

The first enantioselective synthesis of (−)-cajanusine is presented. Key features of the route include a rapid synthesis of the [4.2.0]bicyclooctane core by an enantioselective isomerization/stereoselective [2+2]-cycloaddition strategy as well as prominent use of catalytic methods for bond construction. The evolution of the approach is also presented that highlights unexpected roadblocks and how novel solutions were developed.

Citation

Guo, R.; Witherspoon, B. P.; Brown, M. K. Evolution of a Strategy for the Enantioselective Synthesis of (−)-Cajanusine. J. Am. Chem. Soc. 2020, 142 (11), 5002–5006.