Sugarometallic chemistry: Aglycone-chromium complex as chiral auxiliary in asymmetric Diels-Alder reaction

Tony K.M. Shing, Hak Fun Chow, Ivan H.F. Chung

研究成果: Article査読

17 被引用数 (Scopus)

抄録

The diastereoselectivity of the Diels-Alder reaction of η6-(4'-methylbenzyl 2-O-Acryloyl-3,4-O-isopropylidene-β-L-arabinopyranoside) tricarbonylchromium(0) 5 with isoprene, butadiene, cyclopentadiene, and furan were studied, and the best selectivity was 95:5 (with isoprene), whereas the diastereoselectivity of the same reaction with the noncomplexed chiral auxiliary-acrylate 6 was only 78:22. The absolute configuration of the newly generated stereogenic center was found to be R in each case.

本文言語English
ページ(範囲)3713-3716
ページ数4
ジャーナルTetrahedron Letters
37
21
DOI
出版ステータスPublished - 1996 5月 2
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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