Literature DB >> 12837531

Architectural self-construction in nature and chemical synthesis.

Erik J Sorensen1.   

Abstract

The chemistry of squalene oxide (1) exemplifies that architectural complexity can be encoded in the structures of relatively simple, polyunsaturated molecules. When the concept of architectural self-construction is an integral part of the design of a chemical synthesis, powerful strategies can be uncovered. this article addresses studies which showed that polyunsaturated, 19-membered ring carbocycle contains all of the molecular information that is required to give the stereochemically complex polycyclic architecture of the cytotoxic natural product FR182877.

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Year:  2003        PMID: 12837531     DOI: 10.1016/s0968-0896(03)00185-8

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  4 in total

Review 1.  A case study in biomimetic total synthesis: polyolefin carbocyclizations to terpenes and steroids.

Authors:  Ryan A Yoder; Jeffrey N Johnston
Journal:  Chem Rev       Date:  2005-12       Impact factor: 60.622

2.  Quasi-Biomimetic Ring Contraction Catalyzed by a Cysteine-Based Nucleophile: Total Synthesis of Sch-642305, Some Analogs and their Putative anti-HIV Activities.

Authors:  Alpay Dermenci; Philipp S Selig; Robert A Domaoal; Krasimir A Spasov; Karen S Anderson; Scott J Miller
Journal:  Chem Sci       Date:  2011-08-01       Impact factor: 9.825

3.  Natural products version 2.0: connecting genes to molecules.

Authors:  Christopher T Walsh; Michael A Fischbach
Journal:  J Am Chem Soc       Date:  2010-03-03       Impact factor: 15.419

4.  A nucleophile-catalyzed cycloisomerization permits a concise synthesis of (+)-harziphilone.

Authors:  Lucy M Stark; Klaus Pekari; Erik J Sorensen
Journal:  Proc Natl Acad Sci U S A       Date:  2004-07-01       Impact factor: 11.205

  4 in total

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