Synthetic Studies on Halichondrin B, an Antitumor Polyether Macrolide Isolated from a Marine Sponge. 9. Synthesis of the C16-C36 Unit via Stereoselective Construction of the D and E Rings

Kiyoshi HORITA; Masaaki NAGASAWA; Youji SAKURAI; Osamu YONEMITSU

doi:10.1248/cpb.46.1199

Kiyoshi HORITA, Masaaki NAGASAWA, Youji SAKURAI, Osamu YONEMITSU

著者情報

キーワード: iodoetherification, 2, 5-trans-tetrahydrofuran, aldol condensation, 2, 6-cis-tetrahydropyran, stereoselective synthesis, polyether macrolide

ジャーナルフリー

1998 年 46 巻 8 号 p. 1199-1216

DOI https://doi.org/10.1248/cpb.46.1199

詳細

抄録

The C16-C36 unit of halichondrin B was stereoselectively synthesized via the aldol condensation of two C16-C26 esters with the previously synthesized C27-C36 aldehyde followed by E ring construction. The C16-C26 esters were prepared starting from (2S)-3-hydroxy-2-methylpropionic acid and L-tartaric acid via construction of the D ring by iodoetherification.

責任著者(Corresponding author)

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