AI Article Synopsis
- Vicinal amino alcohols are key components in bioactive compounds and can be efficiently synthesized using a palladium-catalyzed process involving allylic amines.
- The method ensures high regio- and stereoselectivity by forming a hemiaminal tether from inexpensive trifluoroacetaldehyde in its hemiacetal form.
- The resulting compounds are versatile building blocks that can be easily modified to produce free alcohols, amines, or terminal alkynes.
Article Abstract
Vicinal amino alcohols are important structural motifs of bioactive compounds. Reported herein is an efficient method for their synthesis based on the palladium-catalyzed oxy-alkynylation, oxy-arylation, or oxy-vinylation of allylic amines. High regio- and stereoselectivity were ensured through the in situ formation of a hemiaminal tether using the cheap commercially available trifluoroacetaldehyde in its hemiacetal form. The obtained compounds are important building blocks, which can be orthogonally deprotected to give either free alcohols, amines, or terminal alkynes.
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| http://dx.doi.org/10.1002/anie.201500636 | DOI Listing |
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