Synthesis of Orthogonally Protected Disulfide Bridge Mimetics

Concise routes to four orthogonally protected, enantiopure disulfide bridge mimetics are reported. These four dicarba analogues possess an alkyne, an (E)-alkene, a (Z)-alkene, and an alkane as substitutes for the disulfide bridge. Selective deprotection of one of these mimetics is also illustrated.

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2011-01, Vol.76 (2), p.673-675
Main Authors: Tadd, Andrew C, Meinander, Kristian, Luthman, Kristina, Wallén, Erik A. A
Format: Article
Language:English
Subjects:
Alkenes - chemistry
Alkynes - chemistry
Annan klinisk medicin
Chemistry
Disulfides - chemical synthesis
Disulfides - chemistry
Exact sciences and technology
Molecular Structure
Organic chemistry
Other Clinical Medicine
Peptides
Preparations and properties
Stereoisomerism
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Concise routes to four orthogonally protected, enantiopure disulfide bridge mimetics are reported. These four dicarba analogues possess an alkyne, an (E)-alkene, a (Z)-alkene, and an alkane as substitutes for the disulfide bridge. Selective deprotection of one of these mimetics is also illustrated.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo1018427