Oxazolidine Sulfur Ylides Derived from Phenylglycinol for the Specific and Highly Diastereoselective Synthesis of Aryl and Alkyl trans-Epoxyamides
Oxazolidine Sulfur Ylides Derived from Phenylglycinol for the Specific and Highly Diastereoselective Synthesis of Aryl and Alkyl trans-Epoxyamides
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DOI:
10.1002/ejoc.201300732
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发表时间:
2013-09-01
影响因子:
2.8
通讯作者:
Teran, Joel L.
中科院分区:
文献类型:
--
作者:
Gordillo, Paola G.;Aparicio, David M.;Teran, Joel L.
Aryl and alkyl chiral oxazolidine sulfonium salts with cis and trans dispositions derived from (-)-(R)-2-phenylglycinol were demonstrated to be good to excellent chiral auxiliaries for the diastereoselective synthesis of (2R,3S)-trans-epoxyamides. Interestingly, the diastereoselective outcome depends on the stereochemistry of the chiral center at the C-4 position of the oxazole moiety. The stereoselectivities were consistent even for aliphatic aldehydes.