929906-25-2Relevant academic research and scientific papers
First stereoselective synthesis of a Tyr-Tyr E-alkene isostere
Bandur, Nina G.,Harms, Klaus,Koert, Ulrich
, p. 99 - 102 (2008/03/13)
A stereoselective synthesis of a tyrosine-tyrosine E-alkene isostere is described. Starting from N-Fmoc-O-(tert-butyl)tyrosine as N-terminal component, the E double bond was generated by a Julia-Kocieński olefination. An enantioselective aldol reaction wa
Synthesis of two dipeptide isosteres containing di- and trisubstituted E-configured double bonds
Bandur, Nina G.,Harms, Klaus,Koert, Ulrich
, p. 2720 - 2730 (2008/03/12)
The stereoselective syntheses of a Tyr-Tyr and a Pro-Pro E-alkene isostere are described. While the Tyr-Tyr isostere was synthesized following a convergent olefination strategy, the trisubstituted E-configured double bond of the Pro-Pro isostere was generated by an Ireland-Claisen rearrangement. The configuration of all key intermediates containing new stereocenters was determined by X-ray crystallography. Georg Thieme Verlag Stuttgart.
