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Sc(OTf)3-Catalyzed Addition of Bromomagnesium 2-Vinyloxy Ethoxide to Various Aldehydes Leading to Protected Aldol Products
- Source :
- Synlett. 27:1715-1719
- Publication Year :
- 2016
- Publisher :
- Georg Thieme Verlag KG, 2016.
-
Abstract
- The addition of bromomagnesium 2-vinyloxy ethoxide to various aldehydes in the presence of 10 mol% Sc(OTf) 3 provides a broad range of functionalized protected aldol compounds. The enantioselective preparation of these aldols can be achieved via a Swern oxidation–CBS reduction sequence. Use of the dioxolane derived from 2-bromocyclohexanone provides the expected aldol product as the anti diastereoisomer (dr >99:1).
Details
- ISSN :
- 14372096 and 09365214
- Volume :
- 27
- Database :
- OpenAIRE
- Journal :
- Synlett
- Accession number :
- edsair.doi...........96e33e9ab95357d04e87aea8c0f91889