N-heterocyclic carbene-catalyzed atroposelective annulation for access to thiazine derivatives with C-N axial chirality

N-heterocyclic carbene-catalyzed atroposelective annulation for access to thiazine derivatives with C-N axial chirality

A catalytic atroposelective cycloaddition reaction between thioureas and ynals is developed. This reaction features the first NHC-catalyzed addition of thioureas to acetylenic acylazolium intermediates to eventually set up C-N axial chirality with excellent optical purities. The obtained axially chi...

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Bibliographic Details
Main Authors: Li, Tingting, Mou, Chengli, Qi, Puying, Peng, Xiaolin, Jiang, Shichun, Hao, Gefei, Xue, Wei, Yang, Song, Hao, Lin, Chi, Robin Yonggui, Jin, Zhichao
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2021
Subjects:
Science
Atroposelective Reaction
Chiral C-N Axis
Online Access:https://hdl.handle.net/10356/148217
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Institution: Nanyang Technological University
Language: English
Description
Summary:A catalytic atroposelective cycloaddition reaction between thioureas and ynals is developed. This reaction features the first NHC-catalyzed addition of thioureas to acetylenic acylazolium intermediates to eventually set up C-N axial chirality with excellent optical purities. The obtained axially chiral thiazine derivative products bear multiple functional groups and are feasible for further transformations.

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