Direct aldol strategy in enantioselective total synthesis of thuggacin b

Akinobu Matsuzawa, Christopher R. Opie, Naoya Kumagai, Masakatsu Shibasaki

研究成果: Article査読

18 被引用数 (Scopus)

抄録

An enantioselective total synthesis of thuggacin B, a natural product exhibiting antibiotic activity against Mycobacterium tuberculosis, is described. Asymmetric direct aldol reactions promoted by Cu and Zn catalysts play a pivotal role in constructing four stereogenic centers. The use of direct aldol reactions as the initial steps for the synthesis of two key fragments allowed the construction of the other stereogenic centers through chirality transfer. Antibiotic activity against Mycobacterium tuberculosis is exhibited by the natural product thuggacin B, the enantioselective total synthesis of which is described. Catalytic asymmetric direct aldol reactions promoted by Cu and Zn catalysts played a pivotal role in constructing four stereogenic centers. The execution of direct aldol reactions as the initial steps for the synthesis of two key fragments allowed the construction of the other stereogenic centers through chirality transfer. PG=protecting group.

本文言語English
ページ(範囲)68-71
ページ数4
ジャーナルChemistry - A European Journal
20
1
DOI
出版ステータスPublished - 2014 1月 3
外部発表はい

ASJC Scopus subject areas

  • 化学一般
  • 触媒
  • 有機化学

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