REDUCTION OF AMIDES AND LACTAMS TO AMINES BY REACTIONS WITH PHOSPHORUS OXYCHLORIDE AND SODIUM-BOROHYDRIDE
REDUCTION OF AMIDES AND LACTAMS TO AMINES BY REACTIONS WITH PHOSPHORUS OXYCHLORIDE AND SODIUM-BOROHYDRIDE
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DOI：
10.1021/jo00432a010
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发表时间：
1977-01-01
影响因子：
3.6
通讯作者：
SHANNON, PJ
中科院分区：
文献类型：
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作者：
KUEHNE, ME;SHANNON, PJ
第2082章化学，卷。 42，第 12 期，1977 Kuehne 和 Shannon 高等（有时可能是相反的意思）使用结晶 MPCA 代替粗提物。为了验证该假设的普遍性，使用结晶 1 重复了之前报道的几种 MPCA 不对称氧化反应。这些比较的结果以及其他几种氧氮杂环丙烷的不对称合成（再次使用不同的 MPCA 异构体组成）显示在表 III 中。一般来说，使用结晶 1，而不是粗提物，可以将光学产率提高 50-100%。在某些情况下，光学产率仍然相当低。然而，在氧氮杂环丙烷 4 的情况下获得的 60% 光学产率（表 II）表明晶体 1 有时可充当相当有效的手性氧化剂。致谢。这项工作得到了美国国立卫生研究院和国家科学基金会的部分资助。
2082 J. Org. Chem., Vol. 42, No. 12, 1977 Kuehne and Shannon higher (and possibly sometimes of the opposite sense) had crystalline MPCA been used instead of crude extract. To check upon the generality^> f this hypothesis, several previously reported MPCA asymmetric oxidations were repeated using crystalline 1. The results of these comparisons and of the asymmetric synthesis of several other oxaziridines, again using different compositions of the MPCA isomers, appear in Table III. In general, the use of crystalline 1, rather than the crude extract, increases optical yield by 50-100%. In some instances, optical yields are still fairly low. However, the 60% optical yield obtained in the case of oxaziridine 4 (Table II) demonstrates that crystalline 1 sometimes functions as quite an efficient chiral oxiditnt.Acknowledgment. Thiswork has been partially supported by grants from the NationalInstitutes of Health and the National Science Foundation.