Literature DB >> 12904012

Enyne metathesis for the formation of macrocyclic 1,3-dienes.

Eric C Hansen1, Daesung Lee.   

Abstract

Macrocyclic 1,3-dienes of a variety of ring sizes are formed in good yield via enyne metathesis. Both endo- and exo-products are observed depending on the size of the macrocycle. In general, 10-membered rings and smaller give exo-products, while 12-membered rings and larger give endo-products. The endo/exo selectivity and the E/Z ratio of the diene products can be further controlled by the presence of ethylene in the reaction.

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Year:  2003        PMID: 12904012     DOI: 10.1021/ja036374k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

1.  Stereochemical and skeletal diversity arising from amino propargylic alcohols.

Authors:  Daniela Pizzirani; Taner Kaya; Paul A Clemons; Stuart L Schreiber
Journal:  Org Lett       Date:  2010-06-18       Impact factor: 6.005

2.  Synthesis of (-)-longithorone A: using organic synthesis to probe a proposed biosynthesis.

Authors:  Carl A Morales; Mark E Layton; Matthew D Shair
Journal:  Proc Natl Acad Sci U S A       Date:  2004-06-09       Impact factor: 11.205

Review 3.  Macrocyclic drugs and synthetic methodologies toward macrocycles.

Authors:  Xufen Yu; Dianqing Sun
Journal:  Molecules       Date:  2013-05-24       Impact factor: 4.411

  3 in total

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