Stereoselective synthesis of spirocyclic derivatives of functionalized 2,3,4,7-tetrahydro-1H-azepinesстатья
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Дата последнего поиска статьи во внешних источниках: 17 апреля 2024 г.
Аннотация:A simple and effective stereoselective synthesis of unique azaspirocyclic 2,3,4,7-tetrahydro-1H-azepine derivatives, namely, 7-azaspiro[4.6]undec-9-ene and 8-azaspiro[5.6]dodec-10-ene, from simple commercially available reagents was accomplished. Their key 1,2-epoxy derivatives as individual diastereomers were obtained in nine steps with 31–32% overall yields. The possibility of synthesizing a library of small spiroheterocyclic molecules was exemplifiedby the N-Boc-protected (1RS,2SR,6RS)-1,2-epoxy-8-azaspiro[5.6]dodec-10-ene scaffold through simple chemical modifications of its epoxide functionction