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IJC-B Vol.50B(06) [June 2011] >


Title: Regioselective NaBH4 and DIBAL-H reductions of 3,4-dimethoxyhomopiperonyl­phthalimide: Concise and efficient synthesis of nuevamine and isonuevamine
Authors: Wakchaure, Prasad B
Kunte, Sunita S
Argade, Narshinha P
Keywords: N-Homopiperonyl-5,6-dimethoxyhomophthalimide
Regioselective reductions
Intramolecular dehydrative cyclizations
Synthesis
Nuevamine
Isonuevamine
Issue Date: Jun-2011
Publisher: NISCAIR-CSIR, India
Abstract: Facile synthesis of nuevamine and isonuevamine has been reported via the regioselective reduction of hindered and un­hindered carbonyl groups of 3,4-dimethoxyhomopiperonyl­ph­thalimide, respectively using sodium borohydride and di­isobutyl­­aluminum hydride, followed by an acid catalyzed intra­molecular dehydrative cyclization pathways. The chemistry involved in obtaining the regioselectivity has been discussed in brief.
Page(s): 868-871
CC License:  CC Attribution-Noncommercial-No Derivative Works 2.5 India
ISSN: 0975-0983(Online); 0376-4699(Print)
Source:IJC-B Vol.50B(06) [June 2011]

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