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Selected Works of Laura C. Miller Conrad
Article
Parallel Kinetic Resolution Approach to the Cyathane and Cyanthiwigin Diterpenes Using a Cyclopropanation/Cope Rearrangement
Angewandte Chemie International Edition (2009)
  • Laura C. Miller, University of California - Berkeley
  • Mania J. Ndungu, University of California - Berkeley
  • Richmond Sarpong, University of California - Berkeley
Link
Abstract

Stereodivergent parallel kinetic resolution of a racemic mixture of dienes using Davies' [Rh2{(S)-dosp}4] or [Rh2{(R)-dosp}4] catalysts promotes a tandem vinyl diazoacetate cyclopropanation/Cope rearrangement sequence to afford two diastereomeric, enantioenriched cycloheptadienes, which correspond to the natural antipodes of the title diterpenoids (see scheme).

Keywords
  • Diterpenes,
  • kinetic resolution,
  • natural products,
  • stereodivergent synthesis
Disciplines
Publication Date
2009
Publisher Statement
SJSU users: use the following link to login and access the article via SJSU databases
Citation Information
Laura C. Miller, Mania J. Ndungu and Richmond Sarpong. "Parallel Kinetic Resolution Approach to the Cyathane and Cyanthiwigin Diterpenes Using a Cyclopropanation/Cope Rearrangement" Angewandte Chemie International Edition Vol. 48 Iss. 13 (2009)
Available at: http://works.bepress.com/laura_millerconrad/5/