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Synthesis 2009(20): 3467-3471  
DOI: 10.1055/s-0029-1216969
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of α-Aminonitriles through Strecker Reaction of N-Tosylaldimines Using Molecular Iodine [¹]

Biswanath Das*, Penagaluri Balasubramanyam, Maddeboina Krishnaiah, Boyapati Veeranjaneyulu, Gandolla Chinna Reddy
Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27160512; e-Mail: biswanathdas@yahoo.com;
Further Information

Publication History

Received 6 May 2009
Publication Date:
21 August 2009 (online)

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Abstract

The Strecker reaction of N-tosylaldimines with trimethylsilyl cyanide in the presence of catalytic amount of iodine at room temperature produces the corresponding protected α-aminonitriles in high yields.

Key words

Strecker reaction - N-tosylaldimine - trimethylsilyl cyanide - protected α-aminonitrile - iodine

1

Part 187 in the series, Studies on Novel Synthetic Methodologies.

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1

Part 187 in the series, Studies on Novel Synthetic Methodologies.