Asymmetric epoxidation by chiral ketones derived from carbocyclic analogues of fructose.

Asymmetric epoxidation by chiral ketones derived from carbocyclic analogues of fructose.
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DOI:
10.1021/jo001343i
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发表时间:
2001-01
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Z. X. Wang;S. Miller;O. P. Anderson;Y. Shi
Z. X. Wang;S. Miller;O. P. Anderson;Y. Shi
中科院分区:
其他
文献类型:
--
作者:
Z. X. Wang;S. Miller;O. P. Anderson;Y. Shi

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合成了一系列果糖衍生酮1的碳环类似物,并研究了它们的不对称环氧化反应。研究表明,1吡喃糖环上的氧原子对催化剂的活性和选择性有影响。构象,电子和空间效应进行了讨论。
A number of carbocyclic analogues of the fructose-derived ketone 1 have been prepared and investigated for asymmetric epoxidation. The studies show that the oxygen atom of the pyranose ring of 1 has an impact on the catalyst's activity and selectivity. Conformational, electronic, and steric effects are discussed.