Vernall, A.Ballet, S.Abell, A.2009-10-302009-10-302008Tetrahedron: the international journal for the rapid publication of full original research papers and critical reviews in organic chemistr, 2008; 64(18):3980-39970040-4020http://hdl.handle.net/2440/51869Olefin tethers of variable length, introduced into a natural amino acid (side-chain of Ser, Cys; N-terminus of Arg; C-terminus of Phe and Tic; and in both the side-chain and either the N- or C-terminus of Ser, Cys and Tyr), undergo metathesis on treatment with Grubbs' second generation catalyst. Side-chain linked dimers of Ser, Cys and Tyr were obtained by cross-metathesis, while olefin installation at the N- and C-terminus led to dimers of Arg and Phe (or Tic), respectively. Ring-closing metathesis of the doubly alkenylated derivatives of Ser, Cys and Tyr gave 12-, 20- and 24-membered macrocycles. © 2008 Elsevier Ltd. All rights reserved.enCross-metathesis (CM)Ring-closing metathesis (RCM)Amino acid dimerizationCyclic amino acidsJournal article002008051710.1016/j.tet.2008.02.0430002551505000112-s2.0-4084914062843534Abell, A. [0000-0002-0604-2629]