4.5 Article

An Elimination Approach to the Synthesis of (+)-Scorodonin

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 28, Issue 9, Pages 1635-1639

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201090277

Keywords

elimination; natural products; allenes; alkynes; sulfoxides

Funding

  1. National Basic Research Program of China (973 Program) [2010CB833200]
  2. National Natural Science Foundation of China [20921091, 20672129, 20621062, 20772143]
  3. Chinese Academy of Sciences [KJCX2.YW.H08]

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1,2-Elimination of optically-active vinyl sulfoxide-allylic acetates led to corresponding allenynes in excellent yields. When the chirality of the sulfinyl group matched that at the allylic position, the chirality at the allylic stereogenic center could be efficiently transferred to the allenic axis.

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