Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 2, Pages 1667-1675Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02499
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Funding
- Guangdong Natural Science Funds for Distinguished Young Scholar [2018B030306017]
- Guangdong Province Universities and Colleges Pearl River Scholar Funded Scheme (2018)
- Fundamental Research Funds for the Central Universities [20ykzd15]
- Key-Area Research and Development Program of Guangdong Province [2020B1111110003]
- Key Lab of Advanced Drug Preparation Technologies, Ministry of Education of China [ZKF202002]
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The research reported the direct asymmetric synthesis of pyrimido[2,1-b]benzothiazoles using a commercially available chiral amine catalyst. Various 2-benzothiazolimines and aldehydes were well tolerated under the reaction conditions, yielding products with high diastereoselectivities and enantioselectivities. Additionally, the products could be easily converted to other useful chiral building blocks.
We report the direct asymmetric synthesis of pyrimido[2,1-b]benzothiazoles using a commercially available chiral amine catalyst. A variety of 2-benzothiazolimines and aldehydes were well tolerated under the reaction conditions and generated the corresponding products in 81-99% yields with excellent diastereoselectivities and enantioselectivities (up to >20:1 dr, 99% ee). Furthermore, the products could be easily converted to other useful chiral building blocks.
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