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Diastereoselective synthesis of β-amino-α-hydroxy phosphonates via oxazaborolidine catalyzed reduction of β-phthalimido-α-keto phosphonates

✍ Scribed by Achille Barco; Simonetta Benetti; Paola Bergamini; Carmela De Risi; Paolo Marchetti; Gian P. Pollini; Vinicio Zanirato

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
221 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Reduction of I~-phthalimido-et-keto phosphonates, obtained through an Arbuzov reaction between the appropriate acid chloride and triethyl phosphite, with boranes and oxazaborolidine as catalyst, afforded I~-phthalimido-0t-hydroxy phosphonates in good yields and high diastereoselectivity. Deprotection of the amino group gave the title compounds.

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