𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Imine Additions of Internal Alkynes for the Synthesis of Trisubstituted (E)-Alkene and Cyclopropane Peptide Isosteres

✍ Scribed by Peter Wipf; Jingbo Xiao; Steven J. Geib

Book ID
101419334
Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
258 KB
Volume
347
Category
Article
ISSN
1615-4150

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Divergent multi‐component reactions (DMCR) involving CC bond formations can provide large increases in structural diversity and allow the rapid assembly of complex products from readily available starting materials. Cascade hydrozirconation‐Zr/Zn transmetalation‐imine addition of alkynes represents a versatile methodology for the synthesis of (E)‐alkene and cyclopropane dipeptide isosteres. Appropriate substitutions at the sp^2^‐carbon of (E)‐alkene peptide isosteres allow a range of Pd‐catalyzed cross‐coupling reactions, which can be used for the fine‐tuning of the conformational and electronic properties of the parent peptide bond mimic. CC bond formation by microwave‐accelerated Stille coupling of stannylalkenes represents a fast, convergent synthetic approach toward trisubstituted (E)‐alkene dipeptide isosteres.

📜 SIMILAR VOLUMES

Chemo-, Regio- and Stereoselective Addit
Chemo-, Regio- and Stereoselective Addition of Triorganoindium Reagents to Acetates of Baylis—Hillman Adducts: A New Strategy for the Synthesis of (E)- and (Z)-Trisubstituted Alkenes.
✍ Brindaban C. Ranu; Kalicharan Chattopadhyay; Ranjan Jana 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 26 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Widely Applicable Pd-Catalyzed trans-Sel
Widely Applicable Pd-Catalyzed trans-Selective Monoalkylation of Unactivated 1,1-Dichloro-1-alkenes and Pd-Catalyzed Second Substitution for the Selective Synthesis of (E)- or (Z)-Trisubstituted Alkenes.
✍ Ze Tan; Ei-ichi Negishi 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 37 KB

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.