Access to Cyclic Amino Boronates via Rhodium-Catalyzed Functionalization of Alkyl MIDA Boronates

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• 作者：Jeffrey D. St. Denis ; C. Frank Lee ; Andrei K. Yudin
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：December 4, 2015
• 年：2015
• 卷：17
• 期：23
• 页码：5764-5767
• 全文大小：370K
• ISSN：1523-7052

文摘

Herein, we describe the rhodium-catalyzed C鈥揌 amination reaction of 1,2-boryl sulfamate esters derived from amphoteric 伪-boryl aldehydes. Depending on the substitution pattern of the boryl sulfamate ester, a diverse range of five- or six-membered ring heterocycles are accessible using this transformation. The highly chemoselective nature of the C鈥揌 functionalization reaction preserves the alkyl boronate functional group, which enables the synthesis of B鈥揅鈥揘 and B鈥揅鈥揅鈥揘 motifs that are present in a number of hydrolase inhibitors.