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Highly stereoselective addition of silylphosphines to chiral aldehydes
Authors:Oleg I. Kolodiazhnyi
Affiliation:Institute of Bioorganic Chemistry, National Academy of Sciences of Ukraine, Murmanska Street, 1, Kiev, Ukraine
Abstract:The reaction between diphenyl(trimethylsilyl)phosphine and chiral aldehydes proceeds with high stereoselectivity to give diastereomerically pure tertiary α-trimethylsiloxyalkylphosphines. The diastereomeric purity of the addition products was 90-100%. The products were purified via the formation of borane-phosphine complexes. The reaction of bis(trimethylsilyl)phenylphosphine with acetonide (R)-glyceraldehyde provides tertiary bis(glyceryl)phosphines.
Keywords:Stereoselectivity   Silylphosphines   Chiral aldehydes   Chiral α-trimethylsiloxyalkylphosphines
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