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Regioselective Transformation of Malic Acid: A Practical Method for the Construction of Enantiomerically Pure Indolizidines

✍ Scribed by Gmeiner, Peter; Junge, Dagmar


Book ID
126444761
Publisher
American Chemical Society
Year
1995
Tongue
English
Weight
850 KB
Volume
60
Category
Article
ISSN
0022-3263

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Synthesis of the title compounds is described, starting from alkylation of the pyroglutaminol-acetal 4a"' at the a-lactam position C-6 with methyl iodide. Subsequent addition of 2-cyclohexen-lone led to diastereoselective formation of the 1.2-aldol addition product 7 W c , which after dehydratizatio