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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

Authors :
David M. Perrin
Yonnie Wai
Yong Jia Bu
Alla Pryyma
Brian O. Patrick
Source :
Organic letters. 21(20)
Publication Year :
2019

Abstract

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

Details

ISSN :
15237052
Volume :
21
Issue :
20
Database :
OpenAIRE
Journal :
Organic letters
Accession number :
edsair.doi.dedup.....c5b57643cceeec9e93430c9758162d9b