(–)-5-[(4r,5r)-5-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,7-dihydro-1,3-dioxepine(-)5 -[(4 r,5 r)5 -(benzyloxymethyl)2,2-dimethyl-1,3-dioxolan-4-yl)2,2-dimethyl-4,7-dihydro-1 3-dioxepine.pdfVIP
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(–)-5-[(4r,5r)-5-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,7-dihydro-1,3-dioxepine(-)5 -[(4 r,5 r)5 -(benzyloxymethyl)2,2-dimethyl-1,3-dioxolan-4-yl)2,2-dimethyl-4,7-dihydro-1 3-dioxepine
Molbank 2010, M680; doi: 10.3390/M680
OPEN ACCESS
molbank
ISSN 1422-8599
/journal/molbank
Short Note
()-5-[(4R,5R)-5-(Benzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-
yl]-2,2-dimethyl-4,7-dihydro-1,3-dioxepine
Carlos R. Carreras 1, Celina E. García 2, Víctor S. Martín 2, Carlos E. Tonn 1, David Díaz Díaz 3,4,*
and Juan Pedro Ceñal 1,*
1 INTEQUI-CONICET-Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San
Luis, Chacabuco y Pedernera, 5700 San Luis, Argentina
2 Instituto Universitario de Bio-Orgánica “Antonio González”, Universidad de La Laguna, Avda.
Astrofísico Francisco Sánchez, 2, 38206 La Laguna, Tenerife, Spain
3 Institut für Organische Chemie, Universität Regensburg, Universitätsstr. 31, 93040 Regensburg,
Germany
4 ICMA, CSIC-Universidad de Zaragoza, Pedro Cerbuna 12, 50009 Zaragoza, Spain
* Authors to whom correspondence should be addressed; E-Mails: jcenal@.ar (J.P.C.);
David.Diaz@chemie.uni-regensburg.de (D.D.D.).
Received: 11 March 2010 / Accepted: 30 April 2010 / Published: 30 April 2010
Abstract: The synthesis of ()-5-[(4R,5R)-5-(benzyloxymethyl)-2,2-dimethyl-1,3-
dioxolan-4-yl]-2,2-dimethyl-4,7-dihydro-1,3-dioxepine is reported. Product character-
ization was carried out by IR, 1H NMR, 13C NMR, MS, elemental analysis and
optical rotation.
Keywords: polyoxygenated compounds; acetonide; allylic diol
Acetals are frequently used as protecting groups for carbonyl groups in organic synthesis mainly
due to their stability towards hydrolysis by bases [ 1]. As well as be
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