Synthesis 2016; 48(07): 1069-1078
DOI: 10.1055/s-0035-1561344
paper
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of 2,3-Unsaturated Pseudoglycosides Promoted by Ultrasound

Juliana L. L. F. Regueira
a   Departamento de Química, Universidade Federal Rural de Pernambuco, Recife, 50740-560 PE, Brazil
,
Claudio R. Dantas
a   Departamento de Química, Universidade Federal Rural de Pernambuco, Recife, 50740-560 PE, Brazil
,
Jucleiton J. R. de Freitas
b   Departamento de Química Fundamental, Universidade Federal de Pernambuco, Recife, 52171-900 PE, Brazil
,
Anderson J. F. Santos da Silva
a   Departamento de Química, Universidade Federal Rural de Pernambuco, Recife, 50740-560 PE, Brazil
,
João R. Freitas Filho
a   Departamento de Química, Universidade Federal Rural de Pernambuco, Recife, 50740-560 PE, Brazil
,
Paulo H. Menezes
b   Departamento de Química Fundamental, Universidade Federal de Pernambuco, Recife, 52171-900 PE, Brazil
,
Juliano C. R. Freitas*
a   Departamento de Química, Universidade Federal Rural de Pernambuco, Recife, 50740-560 PE, Brazil
c   Centro de Educação e Saúde, Universidade Federal de Campina Grande, Olho D’agua da Bica, s/n, Cuité, 58175-000 PB, Brazil   Email: julianocrufino@yahoo.com.br
› Author Affiliations
Further Information

Publication History

Received: 14 November 2015

Accepted after revision: 04 January 2016

Publication Date:
28 January 2016 (online)


Abstract

The ultrasound-promoted glycosidation of several alcohols using 3,4,6-tri-O-acetyl-d-glucal as the glycosyl donor is described. The products were obtained in a short reaction time at room temperature in good yield and α-selectivity in an open flask, thus avoiding the preparation and manipulation of unstable or sensitive catalysts.

Supporting Information

 
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