A Facile Stereoselective Domino Approach for the Construction of Novel Bis(spiropiperidone)–Tetrahydrothiophene Hybrid Heterocycles
摘要：
A library of novel bis-spiropiperidone–tetrahydrothiophene hybrid heterocycles have been synthesized via pseudo-three-component domino reaction of (3E,5E)-3,5-bis(arylidene)-1-methyl/benzyl piperidin-4-ones and 1,4-dithiane-2,5-diol in the presence of triethylamine. This transformation presumably proceeds via two annulations each involving the generation of 2-mercaptoacetaldehyde from 1,4-dithiane-2,5-diol–Michael addition–intramolecular aldol sequence which result in the creation of four new bonds in a one-pot operation. The advantages of this protocol are high atom economy, high stereoselectivity, short reaction time, and operational simplicity.
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关键词：
domino reactions stereoselectivity 3E,5E)-3,5-bis(arylidene)-1-methyl/benzylpiperidin-4-ones 1,4-dithiane-2,5-diol bis(spiropiperidone)–tetrahydrothiophene hybrids
DOI：
10.1055/s-0034-1380722
年份：
2015
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