Stereoselective α-alkylation of methyl 6-deoxy-3,4-di-O-(tert-butyldimethylsilyl)-2-O-(2-methyl-3-oxobutanoyl)-α-d-glucopyranoside

Yoko Akashi, Ken ichi Takao, Kin ichi Tadano

研究成果: Article査読

11 被引用数 (Scopus)

抄録

Allylation and benzylation at the α-carbon of α-methylated acetoacetyl (2-methyl-3-oxobutanoyl) group incorporated into the 2-OH of methyl 6-deoxy-3,4-O-(tert-butyldimethylsilyl)-α-d-glucopyranoside provided the respective α,α-differentially alkylated acetoacetyl derivatives, both with high diastereoselectivity. Thus-obtained doubly alkylated products possess an all-carbon quaternary stereogenic center with an absolute stereochemistry opposite to that introduced by using the 4-O-acetoacetyl regioisomer as the alkylation substrate.

本文言語English
ページ(範囲)1139-1142
ページ数4
ジャーナルTetrahedron Letters
50
10
DOI
出版ステータスPublished - 2009 3 11

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

フィンガープリント 「Stereoselective α-alkylation of methyl 6-deoxy-3,4-di-O-(tert-butyldimethylsilyl)-2-O-(2-methyl-3-oxobutanoyl)-α-d-glucopyranoside」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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