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Total Synthesis of Dictyodendrins by the Gold-Catalyzed Cascade Cyclization of Conjugated Diynes with Pyrroles.

Authors :
Matsuoka J
Matsuda Y
Kawada Y
Oishi S
Ohno H
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2017 Jun 19; Vol. 56 (26), pp. 7444-7448. Date of Electronic Publication: 2017 May 31.
Publication Year :
2017

Abstract

In total and formal syntheses of dictyodendrins B, C, E, and F, the key step involved the direct construction of the pyrrolo[2,3-c]carbazole core by the gold-catalyzed annulation of a conjugated diyne with a pyrrole to form three bonds and two aromatic rings. The subsequent introduction of substituents at the C1 (Suzuki-Miyaura coupling), C2 (addition to an aldehyde), N3 (alkylation), and C5 positions (Ullman coupling) provided divergent access to dictyodendrins.<br /> (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
56
Issue :
26
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
28561942
Full Text :
https://doi.org/10.1002/anie.201703279