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Tetrahedron Letters

Stereoselective synthesis of β-glycosyl esters of cis-cinnamic acid and its derivatives using unprotected glycosyl donors

K Matsuo, K Nishikawa, M Shindo

文献索引:Matsuo, Kazumasa; Nishikawa, Keisuke; Shindo, Mitsuru Tetrahedron Letters, 2011 , vol. 52, # 43 p. 5688 - 5692

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被引用次数: 7

摘要

The β-glycosyl esters of cis-cinnamic acid were synthesized directly using Hannesian's unprotected glycosyl donor and the carboxylic acid in toluene. This protocol does not require protecting groups on the glycosyl donors, and high stereoselectivity was achieved. The first synthesis of a potent allelochemical, 1-O-cis-cinnamoyl-β-d-glucopyranose, is also described.