Dialkylaluminum N,O-dimethylhydroxylamine complex as a reagent to mask reactive carbonyl groups in situ from nucleophiles.
Dialkylaluminum N,O-dimethylhydroxylamine complex as a reagent to mask reactive carbonyl groups in situ from nucleophiles.
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二烷基铝 N,O-二甲基羟胺络合物作为试剂，可原位掩蔽反应性羰基免受亲核试剂的影响。
DOI：
10.1021/ol102495v
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发表时间：
2010
期刊：
影响因子：
5.2
通讯作者：
David A. Colby
中科院分区：
文献类型：
--
作者：
Francis J. Barrios;Xuechao Zhang;David A. Colby
N，O-二甲基羟胺的铝配合物是原位掩蔽羰基免受有机锂、格氏试剂和硼氢化物亲核加成的有效试剂。通过选择性地将亲核试剂加入到各种结构上的羰基中以及区分敏感天然产物上的羰基，证明了该方法的实用性。(1)H NMR分析支持原位掩蔽更反应性的羰基。
Aluminum complexes of N,O-dimethylhydroxylamine are effective reagents to mask carbonyl groups in situ from nucleophilic addition by organolithiums, Grignard reagents, and borohydrides. The utility of this process by selectively adding nucleophiles into carbonyl groups on a variety of structures as well as distinguishing between carbonyl groups on a sensitive natural product is demonstrated. (1)H NMR analysis supports the in situ masking of the more reactive carbonyl group.