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• W1987064946 abstract "(1R,2R,6S,7S)-5-Aza-1,10,10-trimethyl-3-oxatricyclo[5.2.1.02,6]decan-4-one (endo-oxazolidinone) and (1R,2S,6R,7S)-isomer (exo-oxazolidinone) are found to be efficient diastereomeric auxiliaries for Diels-Alder reactions, which are promoted by Lewis acid catalysts with predictable absolute stereochemistry. Thus, the reaction of cyclopentadiene with N-crotonyl-or N-cinnamoyl-endo-oxazolidinones gave (1R,2R,3S.4S)-3-methyl- or (1R,2S,3S,4S)-3-phenylbicylo[2.2.1]hept-5-ene-2-carboxylates, while their enantiomers, i.e. (1S,2S,3R,4R)-3-methyl- or (1S,2R,3R,4R)-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylates were obtained stereoselectively from the corresponding exo-oxazolidinone derivatives." @default.
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• W1987064946 date "1993-04-01" @default.
• W1987064946 modified "2023-10-16" @default.
• W1987064946 title "Stereocontrolled diels-alder reactions with chiral tricyclic oxazolidinones" @default.
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• W1987064946 doi "https://doi.org/10.1016/s0957-4166(00)80165-2" @default.
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