A simple one‐pot synthesis of
Note: When clicking on a Digital Object Identifier (DOI) number, you will be taken to an external site maintained by the publisher.
Some full text articles may not yet be available without a charge during the embargo (administrative interval).
What is a DOI Number?
Some links on this page may take you to non-federal websites. Their policies may differ from this site.
-
more » « less
Abstract β ‐hydroxyallenamides is reported. This procedure entails chemo‐ and regioselective hydroboration of 3‐en‐1‐ynyl‐sulfonylamides with Cy2BH followed by homoallenylation of aldehydes to yield β‐hydroxyallenamides (up to 94% yield and >20:1 dr). Controlled synthesis of up to three continuous stereochemical elements was realized. Density functional theory (DFT) calculations suggest a concerted Zimmerman‐Traxler chair‐like transition state. Initial results suggest that enantio‐ and diastereoselective synthesis of β‐hydroxyallenamides with optically active hydroboration reagents is viable.magnified image
