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Hydride-promoted ring expansion of 2-azaspiropyrrolinium salts : an approach towards the synthesis of (-)-nitramine
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| Author |
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| Abstract |
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| An enantioselective approach toward the synthesis of the spiroalkaloid (-)-nitramine was achieved by electrophile-induced cyclization of a suitably substituted and protected chiral alpha-allylcyc lohexanecarboxaldi mine. Its hydride-promoted ring expansion after spirocyclization gave rise to the competitive formation of isomeric spiropyrrolidines and a spiropiperidine, the latter being further transformed into (-)-nitramine. | |
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| Language |
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English
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| Source (journal) |
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Synlett: accounts and rapid communications in synthetic organic chemistry. - Stuttgart |
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| Publication |
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Stuttgart : 2005
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0936-5214
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| Volume/pages |
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11(2005), p. 1726-1730
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| ISI |
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000230448500017
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