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  Cycloaddition reactions of λ-amino α,β-didehydro amino acid esters: a test case for the principle of 1,3-allylic strain

Reetz, M. T., Kayser, F., & Harms, K. (1992). Cycloaddition reactions of λ-amino α,β-didehydro amino acid esters: a test case for the principle of 1,3-allylic strain. Tetrahedron Letters, 33(24), 3453-3456. doi:10.1016/S0040-4039(00)92661-3.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0023-CA4B-A Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0023-CA4C-8
Genre: Journal Article

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Reetz, Manfred T.1, Author           
Kayser, Frank2, Author
Harms, Klaus2, Author
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1Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              
2Fachbereich Chemie der Universität, 3550 Marburg, Germany, ou_persistent22              

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 Abstract: N,N-Dibenzlamino aldehydes, readily accessible from amino acids, can be converted into λ-N,N-dibenzylamino α,β-didehydro amino acid esters without racemization; these undergo stereoselective Diels-Alder reactions and 1,3-dipolar cycloaddition with diazomethane, the sense of diastereoselectivity being opposite to that predicted by the conventional principle of 1,3-allylic strain

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 Dates: 2001-03-021992-06-09
 Publication Status: Issued
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 Rev. Type: Peer
 Identifiers: DOI: 10.1016/S0040-4039(00)92661-3
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Title: Tetrahedron Letters
  Other : Tetrahedron Lett.
Source Genre: Journal
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Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 33 (24) Sequence Number: - Start / End Page: 3453 - 3456 Identifier: ISSN: 0040-4039
CoNE: https://pure.mpg.de/cone/journals/resource/954925448772