Asymmetric synthesis of cis-2-aminocyclopropanols by intramolecular Mannich addition of silyloxy benzyl carbanions.
Asymmetric synthesis of cis-2-aminocyclopropanols by intramolecular Mannich addition of silyloxy benzyl carbanions.
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DOI：
10.1021/jo200585r
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发表时间：
2011-04
期刊：
影响因子：
--
通讯作者：
Bo Liu;Chong-Dao Lu
中科院分区：
文献类型：
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作者：
Bo Liu;Chong-Dao Lu
描述了一种从 N-叔丁亚磺酰基酮亚胺和各种芳基酰基硅烷制备受保护的顺式-2-氨基环丙醇的有效、高度非对映选择性的方法。已经开发出通过酰基硅烷的亲核加成、布鲁克重排和分子内曼尼希反应形成碳-碳键的串联工艺。
An efficient, highly diastereoselective method for the preparation of protected cis-2-aminocyclopropanols from N-tert-butanesulfinyl ketimines and various aryl acylsilanes is described. A tandem process for carbon-carbon bond formation via nucleophilic addition to acylsilanes, Brook rearrangement, and intramolecular Mannich reaction has been developed.