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Total Synthesis of 7-epi-Pukalide and 7-Acetylsinumaximol B.

Authors :
McAulay K
Clark JS
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2017 Jul 21; Vol. 23 (41), pp. 9761-9765. Date of Electronic Publication: 2017 Jun 28.
Publication Year :
2017

Abstract

Convergent total syntheses of the furanocembranoids 7-epi-pukalide and 7-acetylsinumaximol B have been achieved using a one-pot Knoevenagel condensation and thioether-mediated furan-forming reaction. Furan formation proceeds via a sulfur ylide and results in rapid introduction of structural complexity during the coupling of two highly functionalised fragments. The targets have been prepared in 16 steps from (R)-perillyl alcohol.<br /> (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
23
Issue :
41
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
28594456
Full Text :
https://doi.org/10.1002/chem.201702591