Enantiospecific Aluminum-Catalyzed (3+2) Cycloaddition of Unactivated Aziridines with Isothiocyanates
datasetposted on 12.10.2016, 00:00 by Mani Sengoden, Ryo Irie, Tharmalingam Punniyamurthy
An Al(salen)Cl efficiently catalyzed the enantiospecific (3+2) cycloaddition of unactivated chiral aziridines with isothiocyanates to furnish functionalized iminothiazolidines at room temperature with 94–99% ee. The use of an aluminum Lewis acid as the catalyst, high enantiomeric purities, mild reaction conditions, broad substrate scope, and the high atom economy are the significant practical features.
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reaction conditionseeenantiomeric puritiesaluminum Lewis acidcycloadditionunactivated chiral aziridinesIsothiocyanatesubstrate scopeAluminum-Catalyzedisothiocyanateatom economyEnantiospecificcatalystAlenantiospecificroom temperatureUnactivated AziridinesCycloadditionfunctionalized iminothiazolidines