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- W2001566563 abstract "Formation of complexes of carbonyl compounds with N-sulfonylated 1,3,2-oxazaborolidines 1 was investigated by means of ab initio molecular orbital methods. An unusual mode of coordination leading to the formation of a six-membered ring (boat conformation) was observed as formaldehyde was used as a model of carbonyl compounds and an adduct of formaldehyde to N-sulfonyl-1,3,2-oxazaborolidine (2′) as a model of 2. In this six-ring system the oxygen of formaldehyde was bound to the boron of oxazaborolidine and the carbon to one of oxygens of the N-sulfonyl-group. In consequence of this unusual complexatlon the CO double bond of formaldehyde lengthened substantially, the planar shape of the carbonyl was distorted and the positive charge of the carbonyl carbon increased about 100 %." @default.
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- W2001566563 date "1993-07-01" @default.
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- W2001566563 title "Quantum chemical modeling of chiral catalysis. Part 10. On the complexes of carbonyl compounds with chiral N-sulfonylated 1,3,2-oxazaborolidines used as catalysts in the enantioselective diels-alder reactions" @default.
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- W2001566563 doi "https://doi.org/10.1016/s0957-4166(00)80360-2" @default.
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