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Synthesis 2010(20): 3410-3414
DOI: 10.1055/s-0030-1258260
DOI: 10.1055/s-0030-1258260
PSP
© Georg Thieme Verlag
Stuttgart ˙ New York
Titanium-Catalyzed Cyclopropanation of Boc-Protected Cyanohydrins: A Short Access to Aminocyclopropanecarboxylic Acid Derivatives
Further Information
Received
16 June 2010
Publication Date:
17 September 2010 (online)
Publication History
Publication Date:
17 September 2010 (online)
![](https://www.thieme-connect.de/media/synthesis/201020/lookinside/thumbnails/10.1055-s-0030-1258260-1.jpg)
Abstract
The preparation of protected 1-aminocyclopropanecarboxylic acid was performed from readily available and inexpensive starting materials, using titanium-catalyzed cyclopropanation as the key step. As an extension of this methodology, a diastereoselective synthesis of the cis-2-vinyl-substituted analogue is presented.
Key words
amino acids - cyanohydrins - cyclopropane - organometallic reagents - titanium
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- Primary Data
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16The relative configuration of 4c was established by NOESY 2D NMR analysis of the two diastereomers of 5.