Literature DB >> 12916970

New stereoselective entry to azaspirocyclic nucleus of halichlorine and pinnaic acids by radical translocation/cyclization reaction.

Kiyosei Takasu1, Hiroshi Ohsato, Masataka Ihara.   

Abstract

[reaction: see text] A stereoselective approach to the spirocyclic nucleus of halichlorine and pinnaic acids has been developed starting from a piperidine derivative. A key transformation in this sequence involves a cascade radical translocation/cyclization process.

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Year:  2003        PMID： 12916970     DOI： 10.1021/ol034942v

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


  3 in total

1.  Formal syntheses of (+/-)-pinnaic acid and (+/-)-halichlorine.

Authors:  Rodrigo B Andrade; Stephen F Martin
Journal:  Org Lett       Date:  2005-12-08       Impact factor: 6.005

2.  Gold-catalyzed efficient synthesis of azepan-4-ones via a two-step [5 + 2] annulation.

Authors:  Li Cui; Longwu Ye; Liming Zhang
Journal:  Chem Commun (Camb)       Date:  2010-03-30       Impact factor: 6.222

3.  Total synthesis of (+/-)-halichlorine, (+/-)-pinnaic acid, and (+/-)-tauropinnaic acid.

Authors:  Hamish S Christie; Clayton H Heathcock
Journal:  Proc Natl Acad Sci U S A       Date:  2004-08-06       Impact factor: 11.205
  3 in total

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