98216-92-3Relevant academic research and scientific papers
Reaction of Novel Imide Reducing Reagents with Pyrrolizidinediones
Thomas, Edward W.,Rynbrandt, Ronald H.,Zimmermann, David C.,Bell, Larry T.,Muchmore, Christine R.,Yankee, Ernest W.
, p. 4535 - 4543 (2007/10/02)
The reduction of pyrrolizidinediones 4a and 4b with (i-Bu)2AlH and LiBHEt3 affords the corresponding hexahydro-5-hydroxy-3H-pyrrolizin-3-ones 8a and 8b in good yield.LiBHEt3 also reduces N-methylglutarimide (18) in 53percent yield.The combination of NaBH4/MeOH/Ac2O/CH2Cl2 selectivity reduces an imide in the presence of an ester.Hexahydro-5-(methylthio)-3H-pyrrolizin-3-ones are products of the NaBH4 reduction of pyrrolizidinediones in MeSH/CH2Cl2/Ac2O.The reduction products, thioethers (5a-c) and lactamols (8a-c), are intermediates in the synthesis of pyrrolizinones 1a-c.
