A practical in situ generation of the Schwartz reagent. Reduction of tertiary amides to aldehydes and hydrozirconation

Y Zhao, V Snieckus

Index: Zhao, Yigang; Snieckus, Victor Organic Letters, 2014 , vol. 16, # 2 p. 390 - 393

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Citation Number: 37

Abstract

A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH (OBu-t) 3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation–iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (D o M) chemistry, allowing the synthesis of valuable 1, 2, 3-substituted ...