Publication
Title
Iodospirocyclization of tryptamine‐derived isocyanides : formal total synthesis of aspidofractinine
Author
Abstract
The N‐iodosuccinimide‐mediated spirocyclization of tryptamine‐derived isocyanides to generate spiroindolenines is reported. The products contain both an imine and an imidoyl iodide as flexible handles for follow‐up chemistry. Nucleophilic addition typically occurs chemoselectively on the imine moiety with complete diastereoselectivity, providing opportunities for the construction of complex molecular frameworks. The synthetic potential of the method was showcased in the formal total synthesis of (±)‐aspidofractinine.
Language
English
Source (journal)
Angewandte Chemie: international edition in English. - Weinheim
Angewandte Chemie: international edition in English. - Weinheim
Publication
Weinheim : 2018
ISSN
1433-7851
0570-0833
Volume/pages
57 :46 (2018) , p. 15232-15236
ISI
000452396800045
Pubmed ID
30273989
Full text (Publisher's DOI)
Full text (open access)
Full text (publisher's version - intranet only)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 06.11.2018
Last edited 20.09.2021
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