Intramolecular nitrone dipolar cycloadditions: control of regioselectivity and synthesis of naturally-occurring spirocyclic alkaloids

AJ Hodges, JP Adams, AD Bond, AB Holmes…

文献索引：Hodges, Alastair J.; Bond, Andrew D.; Holmes, Andrew B.; Roughley, Stephen D.; Smith, Catherine J.; Adams, Joseph P.; Ryan, John H.; Saubern, Simon; Newton, Annabella F.; Press, Neil J.; Turnbull, Michael D. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 45 p. 8963 - 8974,12 Title/Abstract Full Text Show Details Hodges, Alastair J.; Adams, Joseph P.; Bond, Andrew D.; Holmes, Andrew B.; Press, Neil J.; Roughley, Stephen D.; Ryan, John H.; Saubern, Simon; Smith, Catherine J.; Turnbull, Michael D.; Newton, Annabella F. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 45 p. 8963 - 8974

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被引用次数: 6

摘要

The intramolecular nitrone dipolar cycloaddition of in situ-generated nitrones such as compound 26 has been used for the synthesis of cyclic isoxazolidines 27 and 29. The regioselectivity of the intramolecular cycloaddition depends on the nature of the terminal substituent on the dipolarophile. The influence of the substituent on the regioselectivity of the cycloaddition has been examined using several model systems and two methods of ...