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  Tandem aldolization/lactonization/dyotropic rearrangement of α-amino-aldehydes

Reetz, M. T., Schmitz, A., & Holdgrün, X. (1989). Tandem aldolization/lactonization/dyotropic rearrangement of α-amino-aldehydes. Tetrahedron Letters, 30(40), 5421-5424. doi:10.1016/S0040-4039(01)80583-9.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000E-7CBE-2 Version Permalink: https://hdl.handle.net/21.11116/0000-000E-7CBF-1
Genre: Journal Article

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Reetz, M. T.1, Author           
Schmitz, A.1, Author
Holdgrün, X.1, Author
Affiliations:
1Philipps-Universität Marburg, Fachbereich Chemie, Hans-Meerwein-Straße, Marburg, ou_persistent22              

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 Abstract: N,N-Dibenzyl-protected α-amino-aldehydes 1 undergo non-chelation-controlled aldol additions of 1-phenoxy-1-trimethylsiloxyethylene 2 followed by β-lactone formation and dyotropic rearrangement, all three reactions being catalyzed by MgCl2. The products, 4-substituted 3-amino-γ-lactones 3, are stereochemically pure (de and ee > 99 %).

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Language(s): eng - English
 Dates: 1989-08-081989
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1016/S0040-4039(01)80583-9
 Degree: -

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Title: Tetrahedron Letters
  Abbreviation : Tetrahedron Lett.
Source Genre: Journal
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Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 30 (40) Sequence Number: - Start / End Page: 5421 - 5424 Identifier: ISSN: 0040-4039
CoNE: https://pure.mpg.de/cone/journals/resource/954925448772