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Asymmetric Total Syntheses of Kopsane Alkaloids via a PtCl 2 -Catalyzed Intramolecular [3+2] Cycloaddition.

Authors :
Jia X
Lei H
Han F
Zhang T
Chen Y
Xu Z
Nakliang P
Choi S
Guo Y
Ye T
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Jul 27; Vol. 59 (31), pp. 12832-12836. Date of Electronic Publication: 2020 May 25.
Publication Year :
2020

Abstract

A concise and asymmetric total synthesis of five kopsane alkaloids that share a unique heptacyclic caged ring system was accomplished. The key transformation in the sequence involved a remarkable PtCl <subscript>2</subscript> -catalyzed intramolecular [3+2] cycloaddition, which allowed for the rapid assembly of pentacyclic carbon skeletons bearing 2,3-quaternary functionalized indoline. Expeditious construction of diverse indoline scaffolds with excellent control of diastereoselectivity demonstrated the broad scope and versatility of this key transformation.<br /> (© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
59
Issue :
31
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
32329945
Full Text :
https://doi.org/10.1002/anie.202005048