Metal trifluoromethanesulfonate-catalyzed regioselective borane-reductive ring opening of benzylidene acetals: A concise synthesis of 1,4-dideoxy-1,4-imino-L-xylitol

被引:75
作者
Wang, CC
Luo, SY
Shie, CR
Hung, SC [1 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan
[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan
关键词
D O I
10.1021/ol025567u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
highly regioselective borane-reductive ring opening of the 4,6-O-benzylidene-D-hexopyranosides to the corresponding 6-alcohols in excellent yields at room temperature via various metal trifluoromethanesulfonates as catalysts is described here. its application in the synthesis of 1,4-dideoxy-1,4-imino-L-xylitol is also highlighted.
引用
收藏
页码:847 / 849
页数:3
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