An efficient one-pot synthesis of azidoformates from alcohols using triphosgene: Synthesis of N-carbobenzyloxy azetidin-2-ones

An efficient use of triphosgene for the preparation for various azidoformates from alcohols and sodium azide is described. The method is applied to various chiral alcohols including glucose diacetonide to get the corresponding azidoformates. One of these azidoformates has been successfully utilized...

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Bibliographic Details
Published inSynlett no. 9; pp. 1455 - 1458
Main Authors Patil, RT, Parveen, G, Gumaste, VK, Bhawal, BM, Deshmukh, ARAS
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 2002
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
alcohol
azetidin-2-one
ASYMMETRIC-SYNTHESIS
FACILE SYNTHESIS
STAUDINGER REACTION
(+)-(1S,2S)-2-AMINO-1-PHENYLPROPAN-1,3-DIOL
ACIDS
azidoformate
triphosgene
CIS-BETA-LACTAMS
sodium azide
STEREOSELECTIVE SYNTHESIS
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Summary:An efficient use of triphosgene for the preparation for various azidoformates from alcohols and sodium azide is described. The method is applied to various chiral alcohols including glucose diacetonide to get the corresponding azidoformates. One of these azidoformates has been successfully utilized for the synthesis of N-carbobenzyloxy-beta-lactams.
ISSN:0936-5214
DOI:10.1055/s-2002-33512