The reaction of 1,2-amino alcohols with carbon dioxide in the presence of 2-pyrrolidone electrogenerated base. New synthesis of chiral oxazolidin-2-ones

The reaction of 1,2-amino alcohols with carbon dioxide in the presence of 2-pyrrolidone electrogenerated base. New synthesis of chiral oxazolidin-2-ones
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DOI:
10.1021/jo0002386
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发表时间:
2000-07-28
影响因子:
3.6
通讯作者:
Sotgiu, G
Sotgiu, G
中科院分区:
化学2区
文献类型:
--
作者:
Casadei, MA;Feroci, M;Sotgiu, G

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研究了2-吡咯烷酮电生碱存在下1,2-氨基醇与二氧化碳的反应性,为恶唑烷-2-酮的合成提供了一种新的方法。手性恶唑烷-2-酮(Evans的手性助剂)以良好至高的产率得到,避免了使用有毒、污染或危险的试剂。这种方法代表了在有机合成中直接使用二氧化碳作为碳源的另一个例子。
The study of the reactivity of 1, 2-amino alcohols toward carbon dioxide in the presence of 2-pyrrolidone electro-generated base allowed to establish a new methodology for the synthesis of oxazolidin-2-ones. Chiral oxazolidin-2-ones (Evans' chiral auxiliaries) were obtained in good to high yields avoiding the use of toxic, polluting or dangerous reagents. This methodology represents a further example of the direct employment of carbon dioxide as a source of carbon in organic synthesis.