Literature DB >> 20000335

From silphinenes to penifulvins: a biomimetic approach to penifulvins B and C.

Tanja Gaich1, Johann Mulzer.   

Abstract

The biomimetic total synthesis of penifulvins B and C uses a meta-photocycloaddition as a key step which gives rapid access to the fenestrane-type carboskeleton with control of an onring quaternary stereocenter. The route is concise, stereocontrolled, scaleable, and flexibile and requires only one protecting group.

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Year:  2010        PMID: 20000335     DOI: 10.1021/ol902594b

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Dearomatization strategies in the synthesis of complex natural products.

Authors:  Stéphane P Roche; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-19       Impact factor: 15.336

2.  A formal synthesis of (-)-englerin A by relay ring closing metathesis and transannular etherification.

Authors:  Jungyong Lee; Kathlyn A Parker
Journal:  Org Lett       Date:  2012-05-07       Impact factor: 6.005

3.  The arene-alkene photocycloaddition.

Authors:  Ursula Streit; Christian G Bochet
Journal:  Beilstein J Org Chem       Date:  2011-04-28       Impact factor: 2.883

Review 4.  Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis.

Authors:  Markus D Kärkäs; John A Porco; Corey R J Stephenson
Journal:  Chem Rev       Date:  2016-04-27       Impact factor: 60.622

  4 in total

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