Tandem Prins Strategy for the Synthesis of Spiropyrrolidine and Spiropiperidine Derivatives

Autor: Dayaka Satyanarayana, Bharatam Jagadeesh, B. Sridhar, M. Rajashekhar Reddy, Basi V. Subba Reddy, C. Ravikumar Reddy, Suresh Yarlagadda
Rok vydání: 2015
Předmět:
Zdroj: European Journal of Organic Chemistry. 2015:3076-3085
ISSN: 1434-193X
DOI: 10.1002/ejoc.201500215
Popis: Cascade cyclization of a 3-[(3-methylbut-2-enylamino)methyl]but-3-en-1-ol derivative with aldehydes in the presence of TMSOTf at 0 °C under mild conditions provides the corresponding spiropyrrolidine scaffolds in good yields. Similar cyclization of a 3-[(4-methylpent-3-enylamino)methyl]but-3-en-1-ol derivative with aldehydes affords the correponding spiropiperidine compounds. This is a new approach for the construction of biologically relevant spirocycles in a single-step process.
Databáze: OpenAIRE
Nepřihlášeným uživatelům se plný text nezobrazuje