Special Issue "Heck Coupling"

Guest Editor
Prof. Dr. Cinzia Chiappe
Dipartimento di Chimica e Chimica Industriale, University of Pisa, c/o via Bonanno 33, 56126 Pisa, Italy
E-Mail:
Phone: +39 050 2219669
Fax: +39 050 2219660
Interests: Pd promoted cross couplings, regioselectivity of inter- and intramolecular reactions, catalyst developments, neoteric solvents, Heck reactions in solid phases, continuous processes, waste-minimized processes

Submission

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• Pd promoted cross couplings
• Regioselectivity of inter- and intramolecular reactions
• Catalyst developments
• Neoteric solvents
• Heck reactions in solid phases
• Continuous processes
• Waste-minimized processes

Type of Paper: Review
Title: The Heck Coupling in Peptide Science
Author: Gerardo Byk
Affiliation: Laboratory of Nano-Biotechnology Dept. of Chemistry Bar-Ilan University 52900-Ramat Gan ISRAEL; Email: bykger@mail.biu.ac.il
Abstract: The use of Heck coupling has been extensively applied to small molecules synthesis but unlike ring-closure metathesis (Grubbs) reaction only at a limited extent to peptide chemistry for peptide decoration and some peptide cyclization. We acknowledge 62 citations in scifinder using the keywords "Heck reaction" and "peptide" , while when using "Metathesis" and "peptide" we find at least 576 results. The main reason that hampered the use of this reaction in peptide science is the strong conditions needed in many cases for obtaining the products in contrast to Grubbs metathesis. This reaction is usually carried out over 120 0C for long period of times even several days especially when difficult cyclization is needed. The use of microwave energy facilitated dramatically the use of this reaction in peptide science. We will report a comprehensive review going from the early use of Heck coupling in peptide science until the late applications using microwave assisted Heck coupling in peptides and potential future applications both in solution and solid phase. The aim of the review will be to motivate chemists in peptide science to improve the use of this reaction for peptidomimetic and other modifications needed in peptide science.