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Scientific article
English

Asymmetric and ‘anti'-Selective Aldolisations of Acetates and Propionates. Preliminary Communication

Published inHelvetica chimica acta, vol. 69, no. 7, p. 1699-1703
Publication date1986-10-29
Abstract

Starting from acetates 1 and propionates 6, TiCl4-mediated addition of their silyketene acetals 2 and 7 to aldehydes gave aldols 4 and 9, respectively, with high π-face and ‘anti' differentiation (Schemes, and Tables 1 and 2). Alternation of the (E/Z)-enolate geometry led to reversed α- and β-inductions (7 → 9b, 8 → 10b). Non-destructive removal of the auxiliary yielded enantiomerically pure β -hydroxycarboxylic acids 13.

eng
NotePresented in part at the IASOC-II-Meeting, Ischia, May 1986.
Citation (ISO format)
VON OPPOLZER, Wolfgang, MARCO CONTELLES, José Luis. Asymmetric and ‘anti”-Selective Aldolisations of Acetates and Propionates. Preliminary Communication. In: Helvetica chimica acta, 1986, vol. 69, n° 7, p. 1699–1703. doi: 10.1002/hlca.19860690725
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ISSN of the journal0018-019X
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