K3PO4-promoted domino reactions: Diastereoselective synthesis of: Trans -2,3-dihydrobenzofurans from salicyl N-tert -butanesulfinyl imines and sulfur ylides

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Abstract

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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Zhang, M., Lu, T., Zhao, Y., Xie, G., & Miao, Z. (2019). K3PO4-promoted domino reactions: Diastereoselective synthesis of: Trans -2,3-dihydrobenzofurans from salicyl N-tert -butanesulfinyl imines and sulfur ylides. RSC Advances, 9(21), 11978–11985. https://doi.org/10.1039/c9ra00309f

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