Dihydropyridones: Catalytic Asymmetric Synthesis, N‐ to C‐Sulfonyl Transfer, and Derivatizations | Zendy

Simal Carmen | Zendy; Lebl Tomas | Zendy; Slawin Alexandra M. Z. | Zendy; Smith Andrew D. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Dihydropyridones: Catalytic Asymmetric Synthesis, N‐ to C‐Sulfonyl Transfer, and Derivatizations

Author(s) -

Simal Carmen,

Lebl Tomas,

Slawin Alexandra M. Z.,

Smith Andrew D.

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201109061

Subject(s) - sulfonyl , chemistry , photoisomerization , catalysis , tosyl , ammonium , medicinal chemistry , organic chemistry , combinatorial chemistry , isomerization , alkyl

Benzotetramisole (1) promotes the reaction of ammonium enolates derived from arylacetic acids with N ‐tosyl‐α,β‐unsaturated ketimines, thus giving dihydropyridones with high diastereo‐ and enantiocontrol (see scheme). These products readily undergo N‐ to C‐sulfonyl photoisomerization and are derivatized to afford stereodefined piperidines and tetrahydropyrans.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research