Synthesis

Synthesis of Two Dipeptide Isosteres Containing Di-and Trisubstituted E-Configured Double Bonds

NG Bandur, K Harms, U Koert

Index: Bandur, Nina G.; Harms, Klaus; Koert, Ulrich Synthesis, 2007 , # 17 p. 2720 - 2730

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Citation Number: 9

Abstract

Abstract 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.

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