Total synthesis of 7-epi-pukalide and 7-acetylsinumaximol B

Mcaulay, K. and Clark, J. S. (2017) Total synthesis of 7-epi-pukalide and 7-acetylsinumaximol B. Chemistry: A European Journal, 23(41), pp. 9761-9765. (doi:10.1002/chem.201702591)

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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 target compounds have been prepared in 16 steps from (R)-perillyl alcohol.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Mcaulay, Kirsten and Clark, Professor Stephen
Authors: Mcaulay, K., and Clark, J. S.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Chemistry: A European Journal
Publisher:Wiley
ISSN:0947-6539
ISSN (Online):1521-3765
Published Online:08 June 2017
Copyright Holders:Copyright © 2017 Wiley-VCH Verlag
First Published:First published in Chemistry: A European Journal 23(41):9761-9765
Publisher Policy:Reproduced in accordance with the publisher copyright policy

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