Organic letters

Useful Enantioselective Bicyclization Reactions Using an N-Protonated Chiral Oxazaborolidine as Catalyst

G Zhou, QY Hu, EJ Corey

文献索引：Zhou, Gang; Hu, Qi-Ying; Corey Organic Letters, 2003 , vol. 5, # 21 p. 3979 - 3982

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被引用次数: 72

摘要

Nine examples are reported of enantioselective [4 + 2] cycloaddition reactions of achiral, acyclic substrates to form chiral bicyclo[4.3.0]nonane or bicyclo[4.4.0]decane derivatives. ... The intramolecular Diels−Alder reaction of the trienal 2b 8 took place smoothly in the presence of 0.2 equiv of catalyst 1 in CH 2 Cl 2 at −78 °C after 4.5 days to give 93% yield of the endo product 3b in 98% de and 90% ee. 10 The corresponding reaction occurred with the α-bromo trienal 2c (0.2 equiv of ...