Synthesis of New Naturally Occurring 6-Deoxo Brassinosteroids

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Suguru Takatsuto, Tsuyoshi Watanabe, Shozo Fujioka and Akira Sakurai


Abstract

New natural 6-deoxo brassinosteroids, 6-deoxoteasterone 1, 3-dehydro-6-deoxoteasterone 2 and 6-deoxotyphasterol 3, as well as 6-deoxocastasterone 4, are synthesized from (20S)-20-formyl-6β-methoxy-3α,5-cyclo-5α-pregnane 5.


References

  1. P. G. Griffiths, J. M. Sasse, T. Yokota and D. W. Cameron, Biosci. Biotech. Biochem., 1995, 59, 956 CrossRef CAS.
  2. Y.-H. Choi, S. Fujioka, T. Nomura, A. Harada, T. Yokota, S. Takatsuto and A. Sakurai, Phytochemistry, 1997, 44, 609 CrossRef CAS.
  3. Y.-H. Choi, S. Fujioka, A. Harada, T. Yokota, S. Takatsuto and A. Sakurai, Phytochemistry, 1996, 43, 593 CrossRef CAS.
  4. S. Fujioka, Y.-H. Choi, S. Takatsuto, T. Yokota, J. Li, J. Chory and A. Sakurai, Plant Cell Physiol., 1996, 37, 1201 Search PubMed.
  5. (c) W. Amberg, Y. L. Bennani, R. K. Chadha, G. A. Crispino, W. D. Davis, J. Hartung, K.-S. Jeong, Y. Ogino, T. Shibata and K. B. Sharpless, J. Org. Chem., 1993, 58, 844 Search PubMed.
  6. (a) D. G. Anderson, J. P. Thomas, C. Djerassi, J. Fayos and J. Clardy, J. Am. Chem. Soc., 1981, 53, 2307 Search PubMed.
  7. (a) M. Anastasia, P. Allevi, P. Ciuffreda and A. Fiecchi, J. Chem. Soc., Perkin Trans. 1, 1983, 2365 Search PubMed.
  8. S. Fung and J. B. Siddall, J. Am. Chem. Soc., 1980, 102, 6580 CrossRef CAS.
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