Pd-catalyzed reductive cleavage of NN bond in dibenzyl-1-alkylhydrazine-1,2-dicarboxylates with PMHS: application to a formal enantioselective synthesis of (R)-sitagliptin

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• 作者：Soumen Dey ; Sunita K. Gadakh ; Brij Bhushan Ahuja ; Sanjay P. Kamble ; Arumugam Sudalai ; ^{a.sudalai@ncl.res.in" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Environmentally benign ; Reductive cleavage ; PMHS ; Hydrazine ; anti-Diabetic
• 刊名：Tetrahedron Letters
• 出版年：2016
• 出版时间：10 February 2016
• 年：2016
• 卷：57
• 期：6
• 页码：684-687
• 全文大小：1867 K

文摘

An environmentally benign approach involving Pd-catalyzed reductive NN bond cleavage in dibenzyl-1-alkylhydrazine-1,2-dicarboxylates leading to the synthesis of N-(tert-butoxy)carbamates under very mild conditions has been described. PMHS serves as an inexpensive source of hydride in MeOH/deionized H₂O medium. This protocol has been successfully applied in the formal synthesis of (R)-sitagliptin, an anti-diabetic drug.