91177-70-7

Basic information

• Product Name: (E)-(S)-5-Phenyl-pent-4-ene-2,3-diol
• CAS NO: 91177-70-7
• Molecular Weight: 178.231
• Mol File: 91177-70-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (E)-(S)-5-Phenyl-pent-4-ene-2,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(S)-5-Phenyl-pent-4-ene-2,3-diol(91177-70-7)
• EPA Substance Registry System: (E)-(S)-5-Phenyl-pent-4-ene-2,3-diol(91177-70-7)

Safety Data

• Hazardous Substances Data: 91177-70-7(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 113-24-6 sodium pyruvate 
• 50-99-7 D-glucose 
• 75927-49-0 pinacol vinylboronate 
• 116696-50-5 Acetic acid (E)-(S)-1-methyl-2-oxo-4-phenyl-but-3-enyl ester 
• 3909-96-4 (1E,3E)-1-phenyl-1,3-pentadiene 
• 95832-93-2 (S)-3-oxo-5-phenylpent-4-en-2-yl acetate 
• 91111-03-4 1-phenyl-4-(tetrahydropyran-2-yloxy)-1-penten-3-one 
• 119420-93-8 Acetic acid (E)-(S)-2-hydroxy-1-methyl-4-phenyl-but-3-enyl ester 
• 92215-95-7 3-hydroxy-5-phenyl-4-penten-2-one 

Downstream Products

• 73494-49-2 (2R)-5-Phenyl-2-pentanol 
• 2344-71-0 (S)-(+)-5-phenyl-2-pentanol 
• 116696-54-9 (3R,4S,1E)-3,4-(cyclohexylidenedioxy)-1-phenyl-1-pentene 
• 116696-53-8 (3S,4S,1E)-3,4-(cyclohexylidenedioxy)-1-phenyl-1-pentene 
• 100560-62-1 2-Methyl-3-((E)-styryl)-1,4-dioxa-spiro[4.5]decane 

Relevant articles and documents

Copper-Catalyzed Tandem Hydrocupration and Diastereo- and Enantioselective Borylalkyl Addition to Aldehydes

We report the copper-catalyzed stereoselective addition of in situ generated chiral boron-α-alkyl intermediates to various aldehydes including α,β-unsaturated aldehydes under mild conditions. This tandem and multicomponent method facilitated the synthesis of enantiomerically enriched 1,2-hydroxyboronates bearing contiguous stereocenters in good yield with high diastereo- and enantioselectivity up to a ratio greater than 98:2. In particular, α,β-unsaturated aldehydes were successfully used as electrophiles in Cu?H catalysis through 1,2-addition without significant reduction. The resulting 1,2-hydroxyboronates were used in various transformations.

Extractive biocatalysis: A powerful tool in selectivity control in yeast biotransformations

The effect of absorbing resins on the yeast reduction of α,β- unsaturated carbonyl compounds is reported. Enantioselectivity, chemoselectivity and space-time yields of the biotransformation are impressively enhanced. The distribution of substrates and products between the resin and the water phase shows that the improved selectivity has to be attributed to the control of substrate concentration.

Selective Asymmetric Dihyroxylation of Polyenes

The asymmetric dihydroxylation procedure (AD) is applied to a variety of polyenes.In many cases excellent regioselectivities are obtained.The observed selectivities are rationalized in terms of electronic and/or steric inherent to the substrate, superimposed on the substrate's favorable or unfavorable interactions with the binding pocket of the AD ligand.Surprisingly, for medium and large ring olefins with trans-double bonds outstanding enantioselectivities are realized using the pyrimidine ligands.A hexaol of D3 symmetry is prepared from all trans cyclodecatriene.