Total synthesis of elaiophylin (azalomycin B).

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概要

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• Antibiotic elaiophylin (<B>1</B>) has been first synthesized by a convergent route involving aldol coupling of (5<I>R</I>,6<I>R</I>,7<I>R</I>)-5-<I>O</I>-[2-deoxy-3,4-bis-<I>O</I>-(isopropyldimethylsilyl)-α-L-fucopyranosyl]-6-ethyl-7-<I>O</I>-(diethylisopropylsilyl)-5,7-dihydroxy-3-octanone (<B>25f</B>) and (7<I>S</I>,8<I>S</I>,15<I>S</I>,16<I>S</I>:3<I>E</I>,5<I>E</I>,11<I>E</I>,13<I>E</I>)-8,16-bis[(1<I>R</I>)-1-formylethyl]-7,15-dimethyl-1,9-dioxa-3,5,11,13-cyclohexadecatetraene-2,10-dione (<B>3</B>), followed by desilylation. The appropriately O-protected segment <B>25f</B> and the macrocyclic dialdehyde <B>3</B> were synthesized from D-glucose and 2-deoxy-L-fucose.

• 公益社団法人 日本化学会の論文

著者

• Toshima Kazunobu

  Department Of Applied Chemistry Faculty Of Science And Technology Keio University

• Tatsuta Kuniaki

  Department Of Applied Chemistry Faculty Of Science And Technology Keito University

• Kinoshita Mitsuhiro

  Department of Applied Chemistry Engineering Faculty of Keio University

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