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Stereochemistry of the bucherer‐bergs reaction and a modified strecker reaction on tetrahydro‐2 H ‐pyran‐3‐ones
Author(s) -
Haroutounian Serkos A.,
Georgiadis Minas P.,
Polissiou Moschos G.
Publication year - 1989
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570260513
Subject(s) - pyran , chemistry , strecker amino acid synthesis , ring (chemistry) , stereochemistry , reaction conditions , organic chemistry , enantioselective synthesis , catalysis
The stereochemical aspects of the Bucherer‐Bergs reaction and a modified Strecker reaction on tetrahydro‐2 H ‐pyran‐3‐one derivatives have been studied in details through the use of several nmr techniques. It was found that, in both reactions, the orientation of the substituents introduced on C‐3 of the pyran ring, depends from the number and nature of the substituents on the neighbouring C‐2 atom.