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Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides
Authors:Rui-Hua Liu  Qi-Chao Shan  Ya Gao  Teck-Peng Loh  Xu-Hong Hu
Institution:1. Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China;2. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore
Abstract:Disclosed herein is an efficient Ag-catalyzed 4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.
Keywords:Enamides  Sulfoxonium ylides  Oxazolines  Silver catalysis  Heteroannulation
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