ISSN:
0009-2940
Keywords:
Amino acids, non-proteinogenic, cyclopropyl-substituted
;
Michael additions
;
Diphenylmethyleneamine, as ammonia equivalent
;
Acetates, 2-chloro-2-cyclopropylidene, as reactive Michael acceptors
;
Enzyme inhibitors
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Alkyl 2-chloro-2-cyclopropylideneacetates 2 serve as universal starting materials for a new general synthesis of cyclopro-pylglycines by a simple three- to four-step methodology. 1,4-Addition of nucleophiles, substitution with azide ion, and mild catalytic deprotection lead to a variety of salt-free cyclopropyl-substituted amino acids in good yields, including the natural products 2-(1-methylcyclopropyl)glycine (4) and cleonin (5).
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250418
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