138747-45-2

Upstream product

• 1207973-75-8 lithium tert-butyl acetate 
• 133321-78-5 (2R,3R)-3-[(benzyloxy)methyl]oxirane-2-carbaldehyde 

Downstream Products

• 151140-37-3 ((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-acetic acid 
• 153025-58-2 (3S,5S)-6-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-3,5-dihydroxyhexane 
• 92757-83-0 (3R,5S)-6-Benzyloxy-3,5-dihydroxy-hexanoic acid 
• 112497-22-0 (3S,5S)-6-<(benzyloxy)methyl>-4-<1-(tert-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxacyclohexane 
• 112497-21-9 (4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane 
• 92757-18-1 (4R,6S)-6-(benzyloxy)methyl-4-hydroxy-tetrahydro-2-pyrone 

Relevant academic research and scientific papers

Diastereoface differentiation in addition of lithium enolates to chiral α, β-epoxyaldehydes

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

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.