Palladium(II)-catalyzed cyclization of urethanes and total synthesis of 1-deoxymannojirimycin.

Palladium(II)-catalyzed cyclization of urethanes and total synthesis of 1-deoxymannojirimycin.
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钯 (II) 催化的氨基甲酸酯环化和 1-脱氧甘露尻霉素的全合成。

DOI:
10.1002/chin.200045239
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发表时间:
2000
期刊:
影响因子:
5.2
通讯作者:
Y. Hirai
Y. Hirai
中科院分区:
化学1区
文献类型:
--
作者:
H. Yokoyama;K. Otaya;H. Kobayashi;M. Miyazawa;S. Yamaguchi;Y. Hirai

文献摘要

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衍生自D-甘露醇的氨基甲酸酯8经钯(II)催化环化,得到具有优异非对映选择性的环状化合物9。在这些转化过程中,Pd(II) 物质不会被还原,因此催化剂可以循环利用而无需再氧化。环加合物9被转化为1-脱氧甘露尻霉素。
The palladium(II)-catalyzed cyclization of the urethane 8, which was derived from D-mannitol, gave the cyclic compound 9 with excellent diastereoselectivity. During these transformations, the Pd(II) species are not reduced and thus the catalyst can recycle without its reoxidation. The cycloadduct 9 was converted to 1-deoxymannojirimycin.