Literature DB >> 11463326

A four-step synthesis of the hydroazulene core of guanacastepene.

G B Dudley1, S J Danishefsky.   

Abstract

[reaction: see text] A concise, four-step conversion of 2-methylcyclopentenone to hydroazulene 2 is described. An alternative approach that led to an unexpected [5,5]-bicyclic carbon framework is also discussed.

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Year:  2001        PMID: 11463326     DOI: 10.1021/ol016222z

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


  6 in total

1.  Enantioselective total synthesis of guanacastepene N using an uncommon 7-endo Heck cyclization as a pivotal step.

Authors:  Shin Iimura; Larry E Overman; Ralph Paulini; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2006-10-11       Impact factor: 15.419

2.  Asymmetric construction of rings A-D of daphnicyclidin-type alkaloids.

Authors:  Travis B Dunn; J Michael Ellis; Christiane C Kofink; James R Manning; Larry E Overman
Journal:  Org Lett       Date:  2009-12-17       Impact factor: 6.005

3.  Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III.

Authors:  Caroline G Webster; Hyeri Park; Amanda F Ennis; Jiyong Hong
Journal:  Tetrahedron Lett       Date:  2021-04-06       Impact factor: 2.415

4.  Five New Guanacastane-Type Diterpenes from Cultures of the Fungus Psathyrella candolleana.

Authors:  Xia Yin; Tao Feng; Zheng-Hui Li; Ying Leng; Ji-Kai Liu
Journal:  Nat Prod Bioprospect       Date:  2014-05-08

Review 5.  Application of Pauson-Khand reaction in the total synthesis of terpenes.

Authors:  Majid M Heravi; Leila Mohammadi
Journal:  RSC Adv       Date:  2021-11-29       Impact factor: 4.036

Review 6.  Diterpenes Specially Produced by Fungi: Structures, Biological Activities, and Biosynthesis (2010-2020).

Authors:  Fa-Lei Zhang; Tao Feng
Journal:  J Fungi (Basel)       Date:  2022-02-28
  6 in total

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