4-Phenyloxazolidin-2-ones and isoindolin-1-ones; chiral auxiliaries for Diels-Alder reactions of N-substituted 1,3-dienes.
4-Phenyloxazolidin-2-ones and isoindolin-1-ones; chiral auxiliaries for Diels-Alder reactions of N-substituted 1,3-dienes.
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DOI：
10.1039/b108059h
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发表时间：
2002-12
期刊：
影响因子：
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通讯作者：
Helena McAlonan;James P. Murphy;M. Nieuwenhuyzen;K. Reynolds;P. K. Sarma;P. Stevenson;N. Thompson
中科院分区：
文献类型：
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作者：
Helena McAlonan;James P. Murphy;M. Nieuwenhuyzen;K. Reynolds;P. K. Sarma;P. Stevenson;N. Thompson
Terminally N-substituted dienes derived from 3-methylisoindolin-1-one, 4-isopropyl- and 4-phenyloxazolidin-2-one undergo Diels–Alder reaction with a range of activated dienophiles. The reactions reported are completely regio- and endo-selective, with the diastereoisomeric excess with respect to the auxiliary good to excellent in most of the cases reported. A model has been developed for rationalising the stereochemical outcome of these reactions.
