ISSN:
0170-2041
Keywords:
Necine
;
rac-Platynecine
;
Pyrrolizidine
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of (1α,7α,8β)-(±)-7-Hydroxy-1-(hydroxymethyl)pyrrolizidin, the Necine rac-Platynecinerac-Platynecine (rac-7) can easily be obtained in high yields from diethyl (±)-cis-2,3-pyrrolidinedicarboxylate (rac-1) by N-alkylation to ethyl (±)-cis-2,3-bis(ethoxycarbonyl)-1-pyrrolidinepropionate (rac-2), Dieckmann reaction to ethyl (1α,8β)-(±)-6-ethoxycarbonyl-7-oxo-1-pyrrolizidinecarboxylate (rac-3), subsequent saponification, decarboxylation, reduction to (1α,7α,8β)-(±)-pyrrolizidine-1,7-carbolactone (rac-6), and further reduction to the desired title compound rac-7.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1990199001113
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