Literature DB >> 23576421

An atom-economical and stereoselective domino synthesis of functionalised dienes.

Caroline Souris1, Marco Luparia, Frédéric Frébault, Davide Audisio, Christophe Farès, Richard Goddard, Nuno Maulide.   

Abstract

Open sesame: A direct synthesis of functionalised and stereodefined dienes, relying on a domino allylic alkylation/electrocyclic ring-opening sequence, is reported. This method allows concise access to doubly vinylogous esters. A further systematic study of ring-opening rates of carbon-substituted cyclobutenes allowed the design of substrates amenable to sequential pericyclic reactions (see scheme).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2013        PMID: 23576421     DOI: 10.1002/chem.201300776

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

1.  Stereoselective synthesis of dienyl-carboxylate building blocks: formal synthesis of inthomycin C.

Authors:  Caroline Souris; Frédéric Frébault; Ashay Patel; Davide Audisio; K N Houk; Nuno Maulide
Journal:  Org Lett       Date:  2013-06-13       Impact factor: 6.005

2.  Towards a Scalable Synthesis of 2-Oxabicyclo[2.2.0]hex-5-en-3-one Using Flow Photochemistry.

Authors:  Jason D Williams; Yuma Otake; Guilhem Coussanes; Iakovos Saridakis; Nuno Maulide; C Oliver Kappe
Journal:  ChemPhotoChem       Date:  2019-02-18
  2 in total

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