Double diastereoselection in anti aldol reactions mediated by dicyclohexylchloroborane between an L-erythrulose derivative and chiral aldehydes
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Other documents of the author: Diaz-Oltra, Santiago; Ruiz, Purificación; Falomir, Eva; Murga, Juan; Carda, Miguel; Marco, J. Alberto
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comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
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Title
Double diastereoselection in anti aldol reactions mediated by dicyclohexylchloroborane between an L-erythrulose derivative and chiral aldehydesAuthor (s)
Date
2012Publisher
Royal Society of ChemistryISSN
1477-0520; 1477-0539Bibliographic citation
Díaz-Oltra, S., Ruiz, P., Falomir, E., Murga, J., Carda, M., & Marco, J. A. (2012). Double diastereoselection in anti aldol reactions mediated by dicyclohexylchloroborane between an l-erythrulose derivative and chiral aldehydes. Organic & Biomolecular Chemistry, 10(34), 6937-6944.Type
info:eu-repo/semantics/articlePublisher version
http://pubs.rsc.org/en/Content/ArticleLanding/2012/OB/c2ob25803jSubject
Abstract
Anti aldol reactions of an L-erythrulose derivative with several α-chiral aldehydes mediated by
dicyclohexylboron chloride are examined. Good yields and stereoselectivities are observed. The results
are best explained ... [+]
Anti aldol reactions of an L-erythrulose derivative with several α-chiral aldehydes mediated by
dicyclohexylboron chloride are examined. Good yields and stereoselectivities are observed. The results
are best explained when the reactions are assumed to occur via boat-like transition states with
minimization of 1,3-allylic strain and avoidance of syn pentane interactions. [-]
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Organic & Biomolecular Chemistry (2012) 10(34)Rights
© 2012 The Royal Society of Chemistry.
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