An Enantioselective Synthesis of (+)-Polyoxamic Acid via Phase-Transfer Catalytic Conjugate Addition and Asymmetric Dihydroxylation
The Journal of Organic Chemistry2010Vol. 76(2), pp. 740–743
Citations Over TimeTop 22% of 2010 papers
Abstract
A new enantioselective synthetic method of (+)-polyoxamic acid is reported. (+)-Polyoxamic acid could be obtained in 7 steps with 46% overall yield from diphenylmethyl-glycineimine tert-butyl ester via an enantioselective phase-transfer conjugate addition (99% yield, 96% ee) and an asymmetric dihydroxylation (98% yield, 94% de) as the key reactions.
Related Papers
- → Recent developments in enantioselective iron-catalyzed transformations(2019)58 cited
- → Alternative Synthetic Strategies for Enantioselective Construction of Halogenated Chiral Carbon Centers(2010)37 cited
- → Methods of Asymmetric Synthesis—Enantioselective Catalytic Hydrogenation(1971)142 cited
- → A Short and Practical Synthesis of (+)-Pseudoconhydrine and (+)-N-Methylpseudoconhydrine via Osmium Catalyzed Asymmetric Dihydroxylation(1994)16 cited
- → Chiral B(III) Lewis Acids(2000)19 cited