22820-50-4Relevant articles and documents
One-pot synthesis of N-substituted β-amino alcohols from aldehydes and isocyanides
Cioc, R?zvan C.,Van Der Niet, Daan J. H.,Janssen, Elwin,Ruijter, Eelco,Orru, Romano V.A.
, p. 7808 - 7813 (2015/05/20)
A practical two-stage one-pot synthesis of N-substituted β-amino alcohols using aldehydes and isocyanides as starting materials has been developed. This method features mild reaction conditions, broad scope, and general tolerance of functional groups. Based on a less common central carbon-carbon bond disconnection, this protocol complements traditional approaches that involve amines and various carbon electrophiles (epoxides, α-halo ketones, β-halohydrins). Medicinally relevant products can be prepared in a concise and efficient way from simple building blocks, as demonstrated in the synthesis of the antiasthma drug salbutamol. Upgrading the synthesis to an enantioselective variant is also feasible.
