Literature DB >> 20704315

Synthesis of Microcin SF608 through nucleophilic opening of an oxabicyclo[2.2.1]heptane.

Stefan Diethelm1, Corinna S Schindler, Erick M Carreira.   

Abstract

The total synthesis of Microcin SF608 is reported. Access to the octahydroindole core structure of Microcin SF608 relies on the TMSOTf/NEt(3)-mediated opening of an oxabicyclic ring system. Additional highlights of the synthetic strategy that is reported include a highly regioselective epoxide reduction and photolytic excision of a 3 degrees alcohol.

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Year:  2010        PMID： 20704315     DOI： 10.1021/ol1017189

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


  3 in total

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Review 2.  Recent advances in biocatalytic derivatization of L-tyrosine.

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Journal:  Appl Microbiol Biotechnol       Date:  2020-10-17       Impact factor: 4.813

Review 3.  Preparation and Synthetic Applications of Five-to-Seven-Membered Cyclic α-Diazo Monocarbonyl Compounds.

Authors:  Daniil Zhukovsky; Dmitry Dar'in; Olga Bakulina; Mikhail Krasavin
Journal:  Molecules       Date:  2022-03-21       Impact factor: 4.411
  3 in total

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