Synthesis 2019; 51(13): 2720-2728
DOI: 10.1055/s-0037-1611479
paper
© Georg Thieme Verlag Stuttgart · New York

A Short Synthesis of (2S,3S,4R)-Dihydroxyhomoprolines from d-Erythrose-Derived 5,6-Dihydro-2H-pyran-2-one

David S. Freitas
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
,
Jennifer Noro
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
,
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
,
Mónica C. S. Fernandes
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
,
António V. M. Baptista
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
,
Joana F. C. Parente
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
,
José E. Rodríguez-Borges
b   LAQV/REQUIMTE, Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, 4169-007 Porto, Portugal
,
António Gil Fortes
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
,
Maria J. Alves*
a   Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal   Email: mja@quimica.uminho.pt
› Author Affiliations
Thanks are due to Fundação para a Ciência e a Tecnologia (FCT) for financial support to the research Unit LAQV/REQUIMTE (UID/QUI/50006/2013), FCT and FEDER (European Fund for Regional Development)-COMPETE-QREN-EU for financial support to CQ/UM, and to the NMR Portuguese network (PTNMR, Bruker Avance III 400-Univ. Minho).
Further Information

Publication History

Received: 13 February 2019

Accepted after revision: 19 March 2019

Publication Date:
15 April 2019 (online)


Abstract

(2S,3S,4R)-Dihydroxyhomoprolines were obtained from a six-carbon-atom lactone intermediate obtained from d-erythrose in a short synthesis, by facile operational methodology, in very good overall yields.

Supporting Information