Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 16, Pages 6368-6370Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo9011249
Keywords
-
Categories
Ask authors/readers for more resources
An efficient enantioselective synthesis of benzyl (1S,2R,4R)-4-(tert-butoxycarbonylamino)-2-(hydroxymethyl)cyclohexylcarbamate 2, art essential intermediate for a series of potent CCR2 antagonist;, is described. The key step in the sequence is all iodolactamization to yield the highly functionalized (1R,2S,4S,5S)-tert-butyl 2-(benzyloxycarbonylamino)-4-iodo-7-oxo-6-azibicyclo[3.2.1]octane-6-carboxylate 11. An examination of the reaction mechanism within the 2-step iodolactamization sequence led to the discovery of a single-pot transformation of increased efficiency.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available