857293-90-4

Upstream product

• 622-30-0 N-benzyl hydroxylalmine 
• 147107-70-8 1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose 

Downstream Products

• 857293-99-3 (1S)-N-benzyl-N-[1-(tert-butyldiphenylsilyloxymethyl)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-allyl]hydroxylamine 
• 857294-02-1 (1R)-N-benzyl-N-[2-(tert-butyldiphenylsilyloxy)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-1-phenylethyl]hydroxylamine 
• 866925-83-9 3-benzylamino-1-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-heptan-2-ol 
• 866925-76-0 (2R,3R)-3-Benzylamino-1,4-bis-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butan-2-ol 
• 866925-77-1 Benzyl-[(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl]-amine 
• 866925-79-3 (2R,3R)-3-Benzylamino-3-(tert-butyl-diphenyl-silanyloxymethyl)-heptane-1,2-diol 
• 866925-62-4 Benzyl-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-amine 
• 866925-65-7 (2R,3R)-3-Benzylamino-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butane-1,2-diol 
• 857293-91-5 (1R)-N-benzyl-N-[2-(tert-butyldiphenylsilyloxy)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-1-methylethyl]hydroxylamine 
• 857294-01-0 (1S)-N-benzyl-N-[1-(tert-butyldiphenylsilyloxymethyl)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-but-3-enyl]hydroxylamine 
• 857293-98-2 (1R)-N-benzyl-N-[1-(tert-butyldiphenylsilyloxymethyl)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-pentyl]hydroxylamine 

Relevant academic research and scientific papers

Synthesis of α,α-disubstituted α-amino acid derivatives in enantiopure form via stereoselective addition of Grignard reagents to a chiral acyclic nitrone derived from L-erythrulose

The additions of various Grignard reagents to a chiral nitrone prepared from L-erythrulose take place with variable diastereoselectivity. The degree and strength of the facial selectivity can be modified if the reaction is performed in the presence of Lewis acidic additives: zinc bromide enhances attack to the si face whereas diethyl aluminum chloride promotes attack to the re side. The obtained adducts can be then efficiently transformed into protected N-hydroxy α,α-disubstituted α-amino acid derivatives as well as into the corresponding α,α-disubstituted α-amino acids.