The development of highly active acyclic chiral hydrazides for asymmetric iminium ion organocatalysis?
Organic & Biomolecular Chemistry Pub Date: 2013-10-16 DOI: 10.1039/C3OB41719K
Abstract
Double asymmetric induction has been employed as a tool to optimise pyrazolidinone-derived organocatalysts for the asymmetric iminium ion catalysed Diels–Alder reaction. Mechanistic studies revealed a superior hydrazide catalyst deriving from methanolysis of the chiral pyrazolidinone precursor. This catalyst displays unusually high endo diastereoselectivity and good enantioselectivity with a range of β-arylenals and cyclic dienes at catalyst loadings as low as 1 mol%.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4