Journal ArticleDOI
Diversity-Oriented Synthetic Approach to Naturally Abundant S-Amino Acid Based Benzannulated Enantiomerically Pure Medium Ring Heterocyclic Scaffolds Employing Inter- and Intramolecular Mitsunobu Reactions†
TLDR
This is the first example where the Mitsunobu approach has been utilized for the construction of S-amino acid based seven- and eight-membered ring systems.Abstract:
The diversity-oriented organic synthesis of enantiomerically pure benzannulated oxazepine, diazepine, thiazepine, oxazocine, and diazocine scaffolds is described from easily accessible naturally occurring S-amino acids as chiral synthons Inter- and intramolecular Mitsunobu reactions for the formation of carbon−nitrogen, carbon−oxygen, and carbon−sulfur bonds have been used as key transformations to construct these biologically important privileged heterocycles This is the first example where the Mitsunobu approach has been utilized for the construction of S-amino acid based seven- and eight-membered ring systemsread more
Citations
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Journal ArticleDOI
Mitsunobu and Related Reactions: Advances and Applications
TL;DR: This review concludes that Etherification without Cyclization and N-Alkylation should be considered as separate science, and the proposed treatment of Etherification with Cyclization as a separate science should be reconsidered.
Journal ArticleDOI
Diversity-oriented synthesis as a tool for the discovery of novel biologically active small molecules
TL;DR: Diversity-oriented synthesis (DOS) aims to generate structural diversity in an efficient manner through the screening of small-molecule libraries for the discovery of novel, biologically interesting small molecules.
Journal ArticleDOI
Importance and synthesis of benzannulated medium-sized and macrocyclic rings (BMRs)
TL;DR: In this article, the authors highlight the importance of benzannulated medium-sized and macrocyclic rings (BMRs) and the strategies developed over the years for their synthesis.
Journal ArticleDOI
Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2007.
Roland E Dolle,Bertrand Le Bourdonnec,Allan J. Goodman,Guillermo A. Morales,Craig J. Thomas,Wei Zhang +5 more
Journal ArticleDOI
The discovery of antibacterial agents using diversity-oriented synthesis
TL;DR: This feature article focuses upon the use of a diversity-oriented synthesis (DOS) approach for the efficient generation of such compound collections, and discusses the utility of DOS for the discovery of new antibacterial agents.
References
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Journal ArticleDOI
Target-oriented and diversity-oriented organic synthesis in drug discovery.
TL;DR: Several synthetic planning principles for diversity-oriented synthesis and their role in the drug discovery process are presented in this review.
Journal ArticleDOI
Methods for drug discovery: development of potent, selective, orally effective cholecystokinin antagonists
Ben E. Evans,Kenneth E. Rittle,Mark G. Bock,Robert M. DiPardo,Roger M. Freidinger,W. L. Whitter,George F. Lundell,Daniel F. Veber,Paul S. Anderson,Raymond S.L. Chang,Victor J. Lotti,D. J. Cerino,Tsing-Bau Chen,Paul J. Kling,K. A. Kunkel,James P. Springer,J. Hirshfield +16 more
TL;DR: 3-(Acylamino)-5-phenyl-2H-1,4-benzodiazepines, antagonists of the peptide hormone cholecystokinin (CCK), are described, and the method of development of these compounds is discussed in terms of its relevance to the general problem of drug discovery.
Journal ArticleDOI
A Planning Strategy for Diversity‐Oriented Synthesis
TL;DR: Although the distinct goals of DOS do not permit the application of retrosynthetic concepts and thinking, these foundations are being built on, by using parallel logic, to develop a complementary procedure known as forward-Synthetic analysis, which facilitates synthetic planning, communication, and teaching in this evolving discipline.
Journal ArticleDOI
Synthesis of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis.
Journal ArticleDOI
Self-Assembling Organic Nanotubes
TL;DR: Design principles and the preparation of synthetic organic nanotubes are reviewed, with special emphasis on noncovalent processes such as self-assembly and self-organization.
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