Scientific article

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

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.

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
Main files (1)
Article (Published version)
ISSN of the journal0018-019X

Technical informations

Creation11/04/2021 4:29:00 PM
First validation11/04/2021 4:29:00 PM
Update time03/16/2023 1:44:01 AM
Status update03/16/2023 1:44:00 AM
Last indexation01/17/2024 2:47:44 PM
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack