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2004
Nitro alcohols
P 0125
Asymmetric Reaction of Simple Nitro Compounds with Chiral 1,3-Oxazoli— The Henry reaction of chiral N-glyoxyloyloxazolidinone (I) with simple
47- 056 din-2-ones.
nitro compounds (II) and (V) proceeds with moderate diastereoselectivity to furnish a
mixture of two (III)/(IV) or four stereoisomers (VI)—(IX) in good combined yields.
When Al2O3 is used, the (S)-alcohols (III) and (VI)/(VII) are obtained predominantly,
while the diastereoselectivity is substrate-dependent in the presence of Bu4NF. The use
of Evans-type N-glyoxyloyloxazolidinone (X) leads to low diastereoselectivities and
yields. — (KUDYBA, I.; RACZKO, J.; JURCZAK*, J.; Helv. Chim. Acta 87 (2004)
7, 1724-1736; Inst. Org. Chem., Pol. Acad. Sci., PL-01-224 Warsaw, Pol.; Eng.) —
Mischke
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