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Title: Stereodivergent addition of 4-Silyloxy-1,2-Allenes to aldehydes by hydroboration
Author: Sánchez Zarzalejo, Carolina
Ariza Piquer, Xavier
Cornellà, Josep
Farràs i Soler, Jaume
Garcia Gomez, Jorge
Ortiz Gil, Jordi
Keywords: Síntesi asimètrica
Asymmetric synthesis
Issue Date: 11-Oct-2010
Publisher: Wiley-VCH
Abstract: We have established a new stereodivergent approach to 2-vinyl-1,3-diols based on a hydroboration of allene/addition of aldehyde tandem process. The stereocenter present next to the allenyl moiety (C1) in the starting allene effectively determines the configuration of the new formed carbinol (C3) whereas the relative configuration of C2 and C3 is determined by the configuration (E/Z) of the transient 2- alkenylborane intermediate. It should be noted that the order of mixing of the reagents and the kind of aldehyde used allowed us to obtain three out of the four possible diastereomers of the 1,3- diol.
Note: Versió postprint del document publicat a:
It is part of: Chemistry-A European Journal, 2010, vol. 16, num. 38, p. 11535-11538
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ISSN: 0947-6539
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

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