Synthesis and Activation of Bench-Stable 3a-Fluoropyrroloindolines as Latent Electrophiles for the Synthesis of C-2-Thiol-Substituted Tryptophans and C-3a-Substituted Pyrroloindolines

Autor:	David M. Perrin, Yonnie Wai, Yong Jia Bu, Alla Pryyma, Brian O. Patrick
Rok vydání:	2019
Předmět:	chemistry.chemical_classification Indole test 010405 organic chemistry Stereochemistry Organic Chemistry Tryptophan 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences 3. Good health chemistry Electrophile Thiol Reactivity (chemistry) Physical and Theoretical Chemistry
Zdroj:	Organic letters. 21(20)
ISSN:	1523-7052
Popis:	Indole dearomatization of tryptophan represents a key approach in the synthesis of indole containing alkaloids. Although the reactivity of C-3a-bromo-, 3a-iodo-, and 3a-chloropyrroloindolines has been explored, the utility and reactivity of C-3a-fluoropyrroloindolines has remained untapped. Here we induce the C-F bond to undergo a S
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c5b57643cceeec9e93430c9758162d9b https://pubmed.ncbi.nlm.nih.gov/31596101 Zobrazit plný text záznamu