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Synlett 1999; 1999(6): 780-782
DOI: 10.1055/s-1999-2730
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Synthetic Studies of Tedanolide. 4. Stereoselective and Efficient Synthesis of the C13-C23 Part

Tomohiro Matsushima* , Bao-Zhong Zheng, Hiroshi Maeda, Noriyuki Nakajima, Jun-ichi Uenishi, Osamu Yonemitsu
  • *Faculty of Pharmaceutical Sciences, Hokkaido University, Kosugi, Toyama 939-0398, Japan; Fax 81-86-2 56-84 60; E-mail: yonemit@high.ous.ac.jp
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Publication Date:
31 December 1999 (online)

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The C13-C23 part (5) of tedanolide (1) was synthesized starting from enantiomeric methyl (R)- and (S)-3-hydroxy-2-methylpropionates (8) via coupling between the C13-C17 aldehyde (6) and the C18-C21 iodoalkene (7).

macrolide - cytotoxic activity - aldol reaction - benzyl protecting group

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