USP Electronic Research Repository

Synthesis of stapled beta3 - peptides through ring - closing metathesis

Bergman, Y.E. and Del Borgo, M.P. and Gopalan, Romila D. and Jalal, S. and Unabia, S.E. and Ciampini, M. and Clayton, D.J. and Fletcher, J.M. and Mulder, R.J. and Wilce, J.A. and Aguilar, M.I. and Perlmutter, P. (2009) Synthesis of stapled beta3 - peptides through ring - closing metathesis. Organic Letters, 11 (19). pp. 4438-4440. ISSN 1523-7060

[img] PDF - Published Version
Restricted to Repository staff only

Download (450Kb)
    Official URL: http://pubs.acs.org

    Abstract

    The first synthesis of carbon-stapled beta(3)-peptides is reported. The precursor beta(3)-peptides, with O-allyl beta-serines located in an i/i+3 relationship, were prepared on solid phase. We show that efficient ring-closing metathesis (RCM) of these new beta(3)-peptides proceeds smoothly either in solution or on an appropriate solid support. All products were generated with high selectivity for the E-isomer.

    Item Type: Journal Article
    Subjects: Q Science > QD Chemistry
    Divisions: Faculty of Science, Technology and Environment (FSTE) > School of Biological and Chemical Sciences
    Depositing User: Dr Romila Devi Gopalan
    Date Deposited: 24 Sep 2013 17:02
    Last Modified: 15 Oct 2013 10:04
    URI: http://repository.usp.ac.fj/id/eprint/6725
    UNSPECIFIED

    Actions (login required)

    View Item

    Document Downloads

    More statistics for this item...