I 2 /TBHP mediated diastereoselective synthesis of spiroaziridines.

Autor: Ashitha KT; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram-695019, India. drsasidharbs@niist.res.in and Academy of Scientific and Innovative Research (AcSIR), New Delhi-110001, India., Vinaya PP; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram-695019, India. drsasidharbs@niist.res.in., Krishna A; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram-695019, India. drsasidharbs@niist.res.in., Vincent DC; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram-695019, India. drsasidharbs@niist.res.in., Jalaja R; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram-695019, India. drsasidharbs@niist.res.in and Academy of Scientific and Innovative Research (AcSIR), New Delhi-110001, India., Varughese S; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram-695019, India. drsasidharbs@niist.res.in., Balappa Somappa S; Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram-695019, India. drsasidharbs@niist.res.in and Academy of Scientific and Innovative Research (AcSIR), New Delhi-110001, India.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2020 Feb 26; Vol. 18 (8), pp. 1588-1593.
DOI: 10.1039/c9ob02711d
Abstrakt: Eventhough spiroheterocycles are considered as emerging drug candidates, synthesis of spiroaziridines has not been well explored so far. Herein, we disclose an efficient I2/TBHP mediated diastereoselective synthesis of N-alkyl spiroaziridines from primary amines and easily accessible α,β-unsaturated ketones. The reaction is also compatible for the synthesis of 2-aroylaziridines.
Databáze: MEDLINE