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  Stereoselective cyanohydrin-forming reactions of chiral α-amino aldehydes

Reetz, M. T., Drewes, M. W., Harms, K., & Reif, W. (1988). Stereoselective cyanohydrin-forming reactions of chiral α-amino aldehydes. Tetrahedron Letters, 29(27), 3295-3298. doi:10.1016/0040-4039(88)85144-X.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000E-7CFD-B Version Permalink: https://hdl.handle.net/21.11116/0000-000E-7CFE-A
Genre: Journal Article

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 Creators:
Reetz, M. T.1, Author           
Drewes, M. W.1, Author
Harms, K.1, Author
Reif, W.1, Author
Affiliations:
1Philipps-Universität Marburg, Fachbereich Chemie, Hans-Meerwein-Straße, Marburg, ou_persistent22              

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 Abstract: The Lewis acid mediated cyanohydrin-forming addition of Me3SiCN to optically active α-dibenzylamino aldehydes 2 occurs stereoselectively. Chelation controlled adducts 3 result if MgBr2 or TiCl4 is used, whereas the diastereomers 4
are obtained upon employing BF3, ZnBr2 or SnCl4.

Aldehydes 2 react with Me3SiCN to form either 3 or 4, depending upon the Lewis acid used.

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Language(s): eng - English
 Dates: 1988-03-311988
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1016/0040-4039(88)85144-X
 Degree: -

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Title: Tetrahedron Letters
  Abbreviation : Tetrahedron Lett.
Source Genre: Journal
 Creator(s):
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Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 29 (27) Sequence Number: - Start / End Page: 3295 - 3298 Identifier: ISSN: 0040-4039
CoNE: https://pure.mpg.de/cone/journals/resource/954925448772