Literature DB >> 16468757

Formal total synthesis of (-)-lepadiformine.

Minhee Lee1, Taeho Lee, Eun-Young Kim, Hyojin Ko, Deukjoon Kim, Sanghee Kim.   

Abstract

[reaction: see text] A stereocontrolled approach to the preparation of the Weinreb intermediate 3 has been developed. The important features of this approach are the creation of stereogenic centers through a cyclic amino acid ester-enolate Claisen rearrangement and the use of ring-closing metathesis for the construction of the azaspirocyclic skeleton.

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Year:  2006        PMID: 16468757     DOI: 10.1021/ol053010j

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


  4 in total

Review 1.  Studies on total synthesis of the cylindricine/fasicularin/lepadiformine family of tricyclic marine alkaloids.

Authors:  Steven M Weinreb
Journal:  Chem Rev       Date:  2006-06       Impact factor: 60.622

2.  Total synthesis of lepadiformine alkaloids using N-Boc α-amino nitriles as trianion synthons.

Authors:  Matthew A Perry; Matthew D Morin; Brian W Slafer; Scott D Rychnovsky
Journal:  J Org Chem       Date:  2012-03-13       Impact factor: 4.354

3.  Aza-[3 + 3] Annulations: A New Unified Strategy in Alkaloid Synthesis.

Authors:  Grant S Buchanan; John B Feltenberger; Richard P Hsung
Journal:  Curr Org Synth       Date:  2010-08-01       Impact factor: 1.975

4.  Synthesis of complex allylic esters via C-H oxidation vs C-C bond formation.

Authors:  Nicolaas A Vermeulen; Jared H Delcamp; M Christina White
Journal:  J Am Chem Soc       Date:  2010-08-18       Impact factor: 15.419

  4 in total

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