Literature DB >> 28092157

Formal Total Synthesis of Manzacidin C Based on Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Imines.

Thu Minh Thi Tong1, Takahiro Soeta1, Takuya Suga1, Keisuke Kawamoto1, Yoshihito Hayashi1, Yutaka Ukaji1.   

Abstract

An enantioselective formal total synthesis of (+)-manzacidin C is described. A key feature of the synthesis is the construction of two chiral centers via the asymmetric 1,3-dipolar cycloaddition of an azomethine imine to methallyl alcohol by the use of (S,S)-DIPT as a chiral auxiliary.

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Year:  2017        PMID: 28092157     DOI: 10.1021/acs.joc.6b02816

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


  3 in total

Review 1.  Enzymatic CH functionalizations for natural product synthesis.

Authors:  Fuzhuo Li; Xiao Zhang; Hans Renata
Journal:  Curr Opin Chem Biol       Date:  2018-09-27       Impact factor: 8.822

2.  Harnessing the biocatalytic potential of iron- and α-ketoglutarate-dependent dioxygenases in natural product total synthesis.

Authors:  Christian R Zwick; Hans Renata
Journal:  Nat Prod Rep       Date:  2020-02-14       Impact factor: 13.423

3.  Facile assembly of 1,5-diazocan-2-ones via cyclization of tethered sulfonamides to cyclopropenes.

Authors:  Jonathon P Matheny; Pavel M Yamanushkin; Peter A Petillo; Michael Rubin
Journal:  RSC Adv       Date:  2020-12-15       Impact factor: 4.036

  3 in total

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