Remote Asymmetric Bromination Reaction with Vinylketene Silyl N,O-Acetal and Its Application to Total Synthesis of Pellasoren A

Shinji Sekiya, Mao Okumura, Kei Kubota, Tatsuya Nakamura, Daisuke Sekine, Seijiro Hosokawa

研究成果: Article

7 引用 (Scopus)

抄録

Stereoselective bromination of the E,E-vinylketene silyl N,O-acetal possessing a chiral auxiliary has been achieved and applied to introduction of heteroatom at γ-position of α,β-unsaturated imide. The reactions proceeded in high stereoselectivity. Total synthesis of pellasoren A, an antitumor propionate from the myxobacteriun Sorangium cellulosum, has been accomplished in short steps by this methodology and our method of reduced polypropionate synthesis.

元の言語English
ページ(範囲)2394-2397
ページ数4
ジャーナルOrganic Letters
19
発行部数9
DOI
出版物ステータスPublished - 2017 5 5

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Imides
bromination
acetals
Acetals
Halogenation
Propionates
Stereoselectivity
imides
synthesis
methodology

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

これを引用

Remote Asymmetric Bromination Reaction with Vinylketene Silyl N,O-Acetal and Its Application to Total Synthesis of Pellasoren A. / Sekiya, Shinji; Okumura, Mao; Kubota, Kei; Nakamura, Tatsuya; Sekine, Daisuke; Hosokawa, Seijiro.

:: Organic Letters, 巻 19, 番号 9, 05.05.2017, p. 2394-2397.

研究成果: Article

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AU - Sekine, Daisuke

AU - Hosokawa, Seijiro

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