Literature DB >> 21952949

Asymmetric first total syntheses and assignment of absolute configuration of oxazinin-5, oxazinin-6 and preoxazinin-7.

Dattatraya H Dethe1, Alok Ranjan, Vijendra H Pardeshi.   

Abstract

Asymmetric first total syntheses of the unprecedented toxins oxazinin-5, oxazinin-6 and preoxazinin-7 have been achieved from a common key intermediate 18, derived from a regiocontrolled Sharpless asymmetric aminohydroxylation and oxa-Michael reaction, which in addition to confirming the structure also established the absolute configuration of the natural products. On the way an expeditious synthesis of a metabolite bursatellin was completed in 8 steps.

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Year:  2011        PMID: 21952949     DOI: 10.1039/c1ob06320k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

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Authors:  Travis Menard; Aragorn Laverny; Scott E Denmark
Journal:  J Org Chem       Date:  2021-10-21       Impact factor: 4.354

2.  Screening the biosphere: the fungicolous fungus Trichoderma phellinicola, a prolific source of hypophellins, new 17-, 18-, 19-, and 20-residue peptaibiotics.

Authors:  Christian René Röhrich; Anita Iversen; Walter Michael Jaklitsch; Hermann Voglmayr; Andreas Vilcinskas; Kristian Fog Nielsen; Ulf Thrane; Hans von Döhren; Hans Brückner; Thomas Degenkolb
Journal:  Chem Biodivers       Date:  2013-05       Impact factor: 2.408

  2 in total

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