161977-65-7

Upstream product

• 161977-55-5 tert-Butyl-diphenyl-[(E)-(S)-4-(tetrahydro-pyran-2-yloxy)-pent-2-enyloxy]-silane 
• 161977-57-7 (2S)-(E)-5-(tert-butyldiphenylsilyloxy)pent-3-en-2-yl carbamate 
• 161977-60-2 (2S)-(E)-N-(1-tert-butyldiphenylsilyloxypent-3-en-2-yl)acetamide 
• 1027990-71-1 tert-Butyl-((E)-(S)-2-isocyanato-pent-3-enyloxy)-diphenyl-silane 
• 161977-68-0 (2S)-(E)-1-tert-butyldiphenylsilyloxyaminopent-3-ene 
• 161977-56-6 (2S)-(E)-5-(tert-butyldiphenylsiloxy)pent-3-en-2-ol 
• 148763-55-7 methyl-(4S,2'RS,2E)-4-(tetrahydropyran-2-yl)-oxy-2-pentenoate 
• 97415-38-8 (4S,E)-4-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-en-1-ol 
• 161977-64-6 tert-butyl (2S)-(E)-N-(1-tert-butyldiphenylsilyloxypent-3-en-2-yl)carbamate 
• 457939-76-3 (S)-(tert-butyl) 2,2-dimethyl-4-(prop-1-en-1-yl)oxazolidine-3-carboxylate 

Relevant academic research and scientific papers

Stereochemistry of an Allyl Cyanate-to-isocyanate Rearrangement

The stereochemistry of an allyl cyanate-to-isocyanate rearrangement has been investigated by employing a chiral allyl carbamate.The rearrangement has been found to be stereospecific and the chirality of an allyl cyanate is transformed into that of an ally

Synthesis of Chiral Vinylglycines

(R)- or (S)-benzyl 4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate (7a) and (R)- or (S)-1,1-dimethylethyl 4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate (7b), readily available from serine, react with Wittig reagents to give alkenes 8.Selective deprotection followed by oxidation of the resulting unsaturated amino alcohols 9 provides vinylglycines 5 of defined configuration (>95percent ee) and double-bond geometry.D-Vinylglycines are obtained from L-serine, and conversely, D-serine gives β,γ-unsaturated amino acids with the L configuration.The double-bond geometry is controlled by the nature of the phosphorous ylide employed.The scope and limitations of this new methodology for the preparation of chiral vinylglycines is examined.