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Synthesis of pyrrolidinols by radical additions to carbonyls groups
Published:
14 November 2019
by MDPI
in The 23rd International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
Abstract:
Radical cyclizations are considered efficient synthetic strategies to assembly heterocycles. Most radical cyclizations are based on the addition to C-C double or triple bonds. On the contrary, the addition to C-O double bonds is rarely reported, since it proceed reversibly due to the formation of thermodynamically unfavorable alkoxy radicals. Herein we report our attempts to construct substituted pyrrolidin-3-ols by tin-mediated radical cyclization of 5-phenylseleno-3-aza-pentanals. These rings are widely represented in natural products and drug candidates with various biological activities.
Keywords: Selenium; Cyclizations; Pyrrolidines; Radicals.