Asymmetric Cobalt-Catalyzed Diels−Alder Reactions of a Boron-Functionalized 1,3-Diene with Alkynes and Allylboration with Aldehydes
- 20 June 2006
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 8 (15), 3287-3290
- https://doi.org/10.1021/ol061153f
Abstract
[Structure: see text] A cobalt(I)-catalyzed Diels-Alder reaction of a 1-boron-functionalized 1,3-diene is the key step in a one-pot reaction interconnecting three simple starting materials to obtain a multifunctionalized product. This product incorporates a stereogenic quaternary center next to a stereogenic secondary alcohol functionality generated with a very high degree of regio- and diastereoselectivity and good enantioselectivity in the presence of a chiral ligand such as (S,S)-Norphos.Keywords
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