Enantioselective intermolecular iodoacetalization of enol ethers catalyzed by chiral Co(III)-complex-templated Brønsted acids

[Display omitted] •Employing chiral Co(III)-complex-templated Brønsted acids as catalysts.•The asymmetric intermolecular iodoacetalization of enol ethers was achieved.•This method provided an easy access to optically active 3-iodoacetal derivatives.•High yield and up to 83:17 er. The chiral Co(III)-...

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Bibliographic Details
Published in:Tetrahedron letters 2018-10, Vol.59 (40), p.3605-3608
Main Authors: Li, Na, Yu, Hao, Wang, Rui, Shen, Jia, Wu, Wen-Qiang, Liu, Kun, Sun, Ting-Ting, Zhang, Zheng-Zhu, Yao, Chuan-Zhi, Yu, Jie
Format: Article
Language:English
Subjects:
Brønsted acid
Chiral Co(III) complexes
Intermolecular
Iodoacetalization
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Summary:[Display omitted] •Employing chiral Co(III)-complex-templated Brønsted acids as catalysts.•The asymmetric intermolecular iodoacetalization of enol ethers was achieved.•This method provided an easy access to optically active 3-iodoacetal derivatives.•High yield and up to 83:17 er. The chiral Co(III)-complex-templated Brønsted acids were used as efficient bifunctional phase-transfer catalysts for the asymmetric intermolecular iodoacetalization of enol ethers, such as 3,4-dihydro-2H-pyran, 2,3-dihydrofuran, ethyl vinyl ether with alcohols and NIS, furnishing the 3-iodoacetals in high yield with up to 83:17 er.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2018.08.047