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A stereoselective synthesis of dinucleotide phosphorothioates, using chiral indol-oxazaphosphorine intermediates

โœ Scribed by Jian-Chao Wang; George Just

Book ID
104257111
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
153 KB
Volume
38
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A stereoselective synthesis of dinucleotide phosphorothioates with a de of > 98%, using (S) and (R)-3-hydroxy-4-(2-indolyl)butyronitrile 3b as chiral auxiliaries, is reported. The procedure may be adaptable to solid phase synthesis.

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A stereoselective synthesis of dinucleot
A stereoselective synthesis of dinucleotide boranophosphate, using chiral indole-oxazaphosphorine intermediates
โœ Yi Jin; George Just ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 150 KB

A stereoselective synthesis of a Sp dinucleotide boranophosphate with a de of > 98%, using (S)-3-hydroxyl-4-(2-indolyl)butyronitrile as chiral auxiliary, is reported. The conversion of phosphite triester to boranophosphate with BH3-Me2S proceeds with retention of configuration at the phosphorus atom