1.
J Org Chem
; 84(19): 12532-12541, 2019 10 04.
Artigo
em Inglês
| MEDLINE
| ID: mdl-31525925
RESUMO
Pharmaceutically attractive methylene lactone- and methylene lactam-based spiro compounds have been synthesized by employing amido-functionalized γ-hydroxylactam as a common intermediate. Development of a new route for bifurcated synthesis of two types of N,O-spiro compounds was accomplished by treatment of the intermediate under acidic conditions, leading to potent cytotoxic methylene lactone-based spiro compounds. New methylene lactam-based N,N-spiro compounds could be delivered via N-tert-butyloxycarbonyl protection of the terminal amide moiety of the intermediate followed by lactam cyclization under basic conditions.