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- W1978981921 abstract "Chiral 1,3,2-Oxazaborolidines from the Reaction of Chiral 2,3-Dihydro-1H-1,3,2-diazaboroles and Diphenylketene Reaction of equimolar amounts of diphenylketene with 1,3-di-tert-butyl-2-isobutyl-2,3-dihydro-1H-1,3,2-diazaborole (1) regioselectively afforded 1,3,2-oxazaborolidine (2). The employment of a series of chiral diazaboroles (3a: X = nBu; b: iBu; c: CH2SiMe3; d: NHtBu) led to the formation of the diastereoisomeric oxazaborolidines (4a–d) with diastereomeric excesses de, which increase with the steric demand of X from de = 55 % (X = nBu) to de ≥ 95 % (X = NHtBu). Under comparable conditions the treatment of the enantiomerically pure diazaborole (6) with the ketene yielded oxazaborolidine (7) with a de-value of only 52 %. The new compounds, with exception of 2 and 4d, are thermolabile solids, which were characterized mainly by spectroscopy (1H-, 11B{1H}-, 13C{1H}-NMR, MS). The X-ray structure analysis of 2 revealed a slightly puckered five-membered heterocycle with a long B–O bond." @default.
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- W1978981921 date "2005-07-01" @default.
- W1978981921 modified "2023-09-23" @default.
- W1978981921 title "Chirale 1,3,2-Oxazaborolidine aus chiralen 2,3-Dihydro-1H-1,3,2-diazaborolen und Diphenylketen" @default.
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- W1978981921 doi "https://doi.org/10.1002/zaac.200500054" @default.
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