Oxazolidine Sulfur Ylides Derived from Phenylglycinol for the Specific and Highly Diastereoselective Synthesis of Aryl and Alkyl trans‐Epoxyamides

作者: Paola G Gordillo , David M Aparicio , Marcos Flores , Angel Mendoza , Laura Orea

DOI: 10.1002/EJOC.201300732

关键词: SulfoniumAlkylOxazoleStereochemistryEnantioselective synthesisMoietyChemistryCis–trans isomerismOxazolidineAryl

摘要: Aryl and alkyl chiral oxazolidine sulfonium salts with cis trans dispositions derived from (–)-(R)-2-phenylglycinol were demonstrated to be good excellent auxiliaries for the diastereoselective synthesis of (2R,3S)-trans-epoxyamides. Interestingly, outcome depends on stereochemistry center at C-4 position oxazole moiety. The stereoselectivities consistent even aliphatic aldehydes.

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