N‐Heterocyclic‐Carbene‐Catalyzed Asymmetric Oxidative Hetero‐Diels–Alder Reactions with Simple Aliphatic Aldehydes | Zendy

Zhao Xiaodan | Zendy; Ruhl Kyle E. | Zendy; Rovis Tomislav | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

N‐Heterocyclic‐Carbene‐Catalyzed Asymmetric Oxidative Hetero‐Diels–Alder Reactions with Simple Aliphatic Aldehydes

Author(s) -

Zhao Xiaodan,

Ruhl Kyle E.,

Rovis Tomislav

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.201206490

Subject(s) - carbene , deprotonation , chemistry , yield (engineering) , catalysis , enantioselective synthesis , organic chemistry , oxidative phosphorylation , medicinal chemistry , materials science , metallurgy , biochemistry , ion

An efficient enantioselective approach to form trans lactams and cis lactones in up to 98 % yield with greater than 99 % ee , and greater than 20:1 d.r. using simple aliphatic aldehydes has been developed. The process involves a new pathway to generate enolate intermediates from aliphatic aldehydes by oxidation and deprotonation. NHC=N‐heterocyclic carbene, Ts=4‐toluenesulfonyl.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research