K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides

An efficient domino annulation between sulfur ylides and salicyl N-tert-butylsulfinyl imines was developed. The reaction proceeds with a diastereodivergent process, the configuration of the sulfinyl group determining the stereochemical course of the reaction. The method allows the synthesis of a hig...

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Autores principales: Zhang, Minxuan, Lu, Tianyu, Zhao, Yun, Xie, Guixian, Miao, Zhiwei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9063524/
https://www.ncbi.nlm.nih.gov/pubmed/35517000
http://dx.doi.org/10.1039/c9ra00309f
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author Zhang, Minxuan
Lu, Tianyu
Zhao, Yun
Xie, Guixian
Miao, Zhiwei
author_facet Zhang, Minxuan
Lu, Tianyu
Zhao, Yun
Xie, Guixian
Miao, Zhiwei
author_sort Zhang, Minxuan
collection PubMed
description An efficient domino annulation between sulfur ylides and salicyl N-tert-butylsulfinyl imines was developed. The reaction proceeds with a diastereodivergent process, the configuration of the sulfinyl group determining the stereochemical course of the reaction. The method allows the synthesis of a highly substituted trans-2,3-dihydrobenzofuran skeleton with high yield and good chemo- and diastereoselectivity.
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spelling pubmed-90635242022-05-04 K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides Zhang, Minxuan Lu, Tianyu Zhao, Yun Xie, Guixian Miao, Zhiwei RSC Adv Chemistry An efficient domino annulation between sulfur ylides and salicyl N-tert-butylsulfinyl imines was developed. The reaction proceeds with a diastereodivergent process, the configuration of the sulfinyl group determining the stereochemical course of the reaction. The method allows the synthesis of a highly substituted trans-2,3-dihydrobenzofuran skeleton with high yield and good chemo- and diastereoselectivity. The Royal Society of Chemistry 2019-04-16 /pmc/articles/PMC9063524/ /pubmed/35517000 http://dx.doi.org/10.1039/c9ra00309f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Zhang, Minxuan
Lu, Tianyu
Zhao, Yun
Xie, Guixian
Miao, Zhiwei
K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides
title K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides
title_full K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides
title_fullStr K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides
title_full_unstemmed K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides
title_short K(3)PO(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides
title_sort k(3)po(4)-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl n-tert-butanesulfinyl imines and sulfur ylides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9063524/
https://www.ncbi.nlm.nih.gov/pubmed/35517000
http://dx.doi.org/10.1039/c9ra00309f
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