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Synthesis 1997; 1997(10): 1146-1150
DOI: 10.1055/s-1997-3186
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Convenient Procedures for the Synthesis of N-BOC-D-Serinal Acetonide from L-Serine

A. Avenoza1 , C. Cativiela2 , F. Corzana3 , J. M. Peregrina3 , M. M. Zurbano3
  • 1Department of Chemistry (Organic Chemistry), Edificio Científico-Técnico, Sección Ciencias, Universidad de La Rioja, 26001 Logroño, Spain, Fax +34(41)259431; E-mail: albert.avenoza@dq.unirioja.es
  • 2Department of Organic Chemistry, Instituto de Ciencia de Materiales de Aragón, Universidad de Zaragoza, C.S.I.C., 50009 Zaragoza, Spain, Fax +34(76)762077; E-mail: cativiela@posta.unizar.es
  • 3Department of Chemistry (Organic Chemistry), Edificio Científico-Técnico, Sección Ciencias, Universidad de La Rioja, 26001 Logroño, Spain
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Publication History

Publication Date:
31 December 2000 (online)

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Two straightforward synthetic routes for the preparation of enantiomerically pure N-BOC-D-serinal acetonide (enantiomer of Garner's aldehyde) starting from naturally occurring L-serine are described.

L-serine - (R)-Garner's aldehyde - stereocontrolled organic synthesis - interconversion of functional groups - N-protected α-amino aldehydes