Construction of all-carbon quaternary stereocenters by zinc-mediated barbier-type allylation in aqueous media

Kenichi Takao, Tomo Miyashita, Nozomi Akiyama, Takuya Kurisu, Kohei Tsunoda, Kin Ichi Tadano

研究成果: Article

6 引用 (Scopus)

抄録

Stereoselective construction of an all-carbon quaternary stereocenter by Barbier-type allylation in aqueous media is described. Sugar-derived aldehydes, 2,3-O-isopropylidene-D-glyceraldehyde and 2,4-O-benzylidene-D-threose, were reacted with geranyl chloride in the presence of zinc powder to provide adducts bearing quaternary stereocenters with good stereoselectivity.

元の言語English
ページ(範囲)147-153
ページ数7
ジャーナルHeterocycles
86
発行部数1
DOI
出版物ステータスPublished - 2012

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Bearings (structural)
Allylation
Glyceraldehyde
Stereoselectivity
2,4-Dichlorophenoxyacetic Acid
Aldehydes
Sugars
Powders
Zinc
Chlorides
Carbon
erythrose
propylene

ASJC Scopus subject areas

  • Analytical Chemistry
  • Organic Chemistry
  • Pharmacology

これを引用

Construction of all-carbon quaternary stereocenters by zinc-mediated barbier-type allylation in aqueous media. / Takao, Kenichi; Miyashita, Tomo; Akiyama, Nozomi; Kurisu, Takuya; Tsunoda, Kohei; Tadano, Kin Ichi.

:: Heterocycles, 巻 86, 番号 1, 2012, p. 147-153.

研究成果: Article

Takao, Kenichi ; Miyashita, Tomo ; Akiyama, Nozomi ; Kurisu, Takuya ; Tsunoda, Kohei ; Tadano, Kin Ichi. / Construction of all-carbon quaternary stereocenters by zinc-mediated barbier-type allylation in aqueous media. :: Heterocycles. 2012 ; 巻 86, 番号 1. pp. 147-153.
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