Literature DB >> 21702442

Synthetic studies on polymaxenolides: synthesis and structure elucidation of nominal epoxyafricanane and other africane-type sesquiterpenoids.

Yutaka Matsuda1, Yusuke Endo, Yoko Saikawa, Masaya Nakata.   

Abstract

A racemic total synthesis of the sesquiterpenoid unit of the hybrid marine natural product polymaxenolide has been achieved based on a three-component assembly followed by ring-closing metathesis as the key steps. However, the spectral data of our product synthesized from Δ(9(15))-africanene by epoxidation were not identical with those of the natural product named epoxyafricanane. The structure confirmation of the synthetic nominal epoxyafricanane is described.

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Year:  2011        PMID: 21702442     DOI: 10.1021/jo2010186

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Synthesis of the reported structure of trans-africanan-1α-ol.

Authors:  Douglass F Taber; Sha Bai; Weiwei Tian
Journal:  J Org Chem       Date:  2011-11-10       Impact factor: 4.354

2.  Combining cross-metathesis and activity-based protein profiling: new β-lactone motifs for targeting serine hydrolases.

Authors:  Kaddy Camara; Siddhesh S Kamat; Celina C Lasota; Benjamin F Cravatt; Amy R Howell
Journal:  Bioorg Med Chem Lett       Date:  2015-01-15       Impact factor: 2.823

3.  Synthesis of polyhydroxylated decalins via two consecutive one-pot reactions: 1,4-addition/aldol reaction followed by RCM/syn-dihydroxylation.

Authors:  Michał Malik; Sławomir Jarosz
Journal:  Beilstein J Org Chem       Date:  2016-12-01       Impact factor: 2.883

  3 in total

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