138810-82-9Relevant academic research and scientific papers
Diastereoface differentiation in addition of lithium enolates to chiral α, β-epoxyaldehydes
Escudier, Jean-Marc,Baltas, Michel,Gorrichon, Liliane
, p. 5253 - 5266 (1993)
The aldolisation reaction of lithium ester enolates with chiral α,β-epoxyaldehydes 2a-2f has been investigated. The reaction proceeds with diastereofacial preference in favour of the anti isomer (anti: syn ≈ 4:1) and can be greatly enhanced in the case of
Diastereoselection in the addition of enolates to chiral α,β-epoxyaldehydes
Escudier, Jean-Marc,Baltas, Michel,Gorrichon, Liliane
, p. 5345 - 5348 (2007/10/02)
The stereochemistry of addition of lithium enolates to the α,β-epoxyaldehydes 1z-3 has been investigated. Moderate to high diastereoselectivity (up to 13:1) is obtained in favour of the anti isomer, which is explained by the Felkin-Anh model for asymmetric induction.
