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  Stereoselective Nucleophilic Addition Reactions of Reactive Pseudopeptides

Reetz, M. T., Kanand, J., Griebenow, N., & Harms, K. (1992). Stereoselective Nucleophilic Addition Reactions of Reactive Pseudopeptides. Angewandte Chemie, International Edition in English, 31(12), 1626-1629. doi:10.1002/anie.199216261.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0023-CA44-7 Version Permalink: https://hdl.handle.net/21.11116/0000-000E-A36E-F
Genre: Journal Article

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 Creators:
Reetz, Manfred T.1, Author           
Kanand, Jürgen1, Author
Griebenow, Nils1, Author
Harms, Klaus2, Author
Affiliations:
1Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              
2Fachbereich Chemie der Universität Marburg, Hans-Meerwein-Strasse, D-W-3550 Marburg, ou_persistent22              

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 Abstract: D,L-Pseudopeptides of type 1 undergo 1,4-additions with tBu2CuLi/Me3SiCl with high stereoselectivity, whereas reactions of the corresponding L,L diastereomers are substantially less diastereoselective. The L,L,L and D,L,L analogues also react with different stereoselectivities. Strict chelation control plays a role in the Grignard-like reaction of L,L peptide aldehydes like 2 with (CH3)2CuLi.

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Language(s): eng - English
 Dates: 1992-07-291992-12-01
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.199216261
 Degree: -

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Title: Angewandte Chemie, International Edition in English
  Abbreviation : Angew. Chem., Int. Ed. Engl.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 31 (12) Sequence Number: - Start / End Page: 1626 - 1629 Identifier: ISSN: 0570-0833
CoNE: https://pure.mpg.de/cone/journals/resource/0570-0833