1220116-81-3

Basic information

• Product Name: (1S,2R)-1-(furan-2-yl)-2-vinylpropane-1,3-diol
• Synonyms: (1S,2R)-1-(furan-2-yl)-2-vinylpropane-1,3-diol
• CAS NO: 1220116-81-3
• Molecular Weight: 168.192
• Mol File: 1220116-81-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,2R)-1-(furan-2-yl)-2-vinylpropane-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-1-(furan-2-yl)-2-vinylpropane-1,3-diol(1220116-81-3)
• EPA Substance Registry System: (1S,2R)-1-(furan-2-yl)-2-vinylpropane-1,3-diol(1220116-81-3)

Safety Data

• Hazardous Substances Data: 1220116-81-3(Hazardous Substances Data)

Upstream product

• 98-00-0 (2-furyl)methyl alcohol 
• 4427-96-7 4-vinyl-1,3-dioxolan-2-one 
• 98-01-1 furfural 

Relevant articles and documents

Anti -diastereo- and enantioselective carbonyl (hydroxymethyl)allylation from the alcohol or aldehyde oxidation level: Allyl carbonates as allylmetal surrogates

Enantioselective transfer hydrogenation of carbonate 1a in the presence of aromatic, allylic, or aliphatic alcohols 2a-2i employing a cyclometalated iridium C,O-benzoate derived from allyl acetate, 4-cyano-3-nitrobenzoic acid and (S)-SEGPHOS delivers products of (hydroxymethyl)allylation 4a-4i in good isolated yields (60-74%), good anti-diastereoselectivities (5:1-10:1 dr) and exceptional levels of enantiocontrol (93-99% ee). Under identical reaction conditions, but in the presence of isopropanol, aldehydes 3a-3i are converted to an equivalent set of adducts 4a-4i in good isolated yields (58-74%), good anti-diastereoselectivities (4:1-14:1 dr), and exceptional levels of enantiocontrol (95-99% ee). Thus, identical sets of adducts 4a-4i are produced with equal facility from the alcohol or aldehyde oxidation level. These studies represent the first general method for enantioselective carbonyl (hydroxymethyl)allylation, a process that has no highly stereoselective counterpart in conventional allylmetal chemistry.