Highly chemo-, enantio-, and diastereoselective [4 + 2] cycloaddition of 5H-thiazol-4-ones with N-itaconimides

Highly chemo-, enantio-, and diastereoselective [4 + 2] cycloaddition of 5H-thiazol-4-ones with N-itaconimides

A dipeptide-based urea-amide tertiary amine (DP-UAA) was shown to be an effective Brønsted base catalyst for the first asymmetric annulation reaction between 5H-thiazol-4-ones and N-itaconimides. High levels of enantioselectivity (up to 99% ee) and diastereoselectivity (>19:1 dr) were obtained fo...

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Bibliographic Details
Main Authors:	Shuai Qiu, Choon-Hong Tan, Zhiyong Jiang
Format:	Article
Language:	English
Published:	Beilstein-Institut 2016-11-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	[4 + 2] annulation asymmetric organocatalysis dipeptide-based Brønsted bases 5H-thiazol-4-ones N-itaconimides
Online Access:	https://doi.org/10.3762/bjoc.12.222

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