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Novel strategies to construct the γ-hydroxy lactone moiety of the CP molecules. Synthesis of the CP-225,917 core skeleton

Academic Article
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Overview

related to degree

  • Baran, Phil, Ph.D. in Chemistry, Scripps Research 1997 - 2001
  • Yoon, Won Hyung, Ph.D. in Chemistry, Scripps Research 1996 - 2001
  • He, Yun, Ph.D. in Organic Chemistry, Scripps Research 1995 - 2000

authors

  • Nicolaou, K.C.
  • He, Yun
  • Fong, K. C.
  • Yoon, Won Hyung
  • Choi, H. S.
  • Zhong, Y. L.
  • Baran, Phil

publication date

  • July 1999

journal

  • Organic Letters  Journal

abstract

  • [formula: see text] The array of challenging structural lineaments embodied in the CP molecules (1 and 2, Figure 1) offers synthetic chemists uncharted realms of exploration and discovery. In this communication, we focus on the chemical hurdies posed by the gamma-hydroxy lactone moiety of these exciting targets. Thus, the examination of the general reactivity of these systems, the development of a novel tandem oxidation sequence to construct the gamma-hydroxy lactone moiety, and the successful construction of the complete polycyclic core of 2 (compound 28, Scheme 5) is enumerated within.

subject areas

  • Enzyme Inhibitors
  • Indicators and Reagents
  • Lactones
  • Maleic Anhydrides
  • Molecular Conformation
  • Oxidation-Reduction
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol990551y

PubMed ID

  • 10822534
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Additional Document Info

start page

  • 63

end page

  • 66

volume

  • 1

issue

  • 1

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