Amino Acids, XI: (±)Pipecolic Acid Derivatives ‐ Part 1: The [4+2] Cycloaddition Pathway | Zendy

Herdeis Claus | Zendy; Engel Wolfram | Zendy

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Amino Acids, XI: (±)Pipecolic Acid Derivatives ‐ Part 1: The [4+2] Cycloaddition Pathway

Author(s) -

Herdeis Claus,

Engel Wolfram

Publication year - 1992

Publication title -

archiv der pharmazie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.468

H-Index - 61

eISSN - 1521-4184

pISSN - 0365-6233

DOI - 10.1002/ardp.19923250708

Subject(s) - pipecolic acid , chemistry , cycloaddition , piperidine , stereochemistry , ring (chemistry) , acceptor , amino acid , organic chemistry , catalysis , biochemistry , physics , condensed matter physics

[4+2] Cycloadditions of various dienes 1 with the acceptor‐substituted imines 2 furnished the 4‐oxo‐piperidine‐2,2‐dicarboxylate derivatives 3, 5, 11, 12 . All efforts to get the regio‐isomeric 5‐oxo‐derivatives (Scheme 2) by variation of the reaction conditions and substitution pattern of 1 and 2 resulted in differing amounts of ring‐open products 4, 6, 8, 10 . This is in contradiction to results of another group 4a) .

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