1159837-56-5

Basic information

• Product Name: 1,2-dihydroxy-2-phenyl-3-butene
• Synonyms: 1,2-dihydroxy-2-phenyl-3-butene
• CAS NO: 1159837-56-5
• Molecular Weight: 164.204
• Mol File: 1159837-56-5.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 1,2-dihydroxy-2-phenyl-3-butene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihydroxy-2-phenyl-3-butene(1159837-56-5)
• EPA Substance Registry System: 1,2-dihydroxy-2-phenyl-3-butene(1159837-56-5)

Safety Data

• Hazardous Substances Data: 1159837-56-5(Hazardous Substances Data)

Upstream product

• 2243-35-8 2-acetoxyacetophenone 
• 593-60-2 Vinyl bromide 
• 1826-67-1 vinyl magnesium bromide 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 98-86-2 acetophenone 
• 70-11-1 α-bromoacetophenone 
• 100-42-5 styrene 
• 13735-81-4 1-styrenyloxytrimethylsilane 

Downstream Products

• 1202852-67-2 2,2-dimethyl-4-phenyl-4-vinyl-1,3-dioxolane 
• 1210039-77-2 C₂₀H₁₉F₃O₄ 
• 1459246-62-8 4-phenyl-4-vinyl-1,3-dioxolan -2-one 
• 1638152-61-0 (2S,4R)-2-(4-nitrophenyl)-4-phenyl-4-vinyl-1,3-dioxolane 
• 1638152-60-9 (2R,4R)-2-(4-nitrophenyl)-4-phenyl-4-vinyl-1,3-dioxolane 
• 1638152-63-2 (2S,4R)-2-(2-pyridyl)-4-phenyl-4-vinyl-1,3-dioxolane 
• 1638152-62-1 (2R,4R)-2-(2-pyridyl)-4-phenyl-4-vinyl-1,3-dioxolane 
• 1610616-91-5 (S)-4-phenyl-4-vinyl-1,3-dioxolane 
• 1610616-90-4 (R)-4-phenyl-4-vinyl-1,3-dioxolane 
• 91153-93-4 (2E)-2-phenylbut-2-ene-1,4-diol 

Relevant articles and documents

Palladium-Catalyzed Diastereoselective Formal [5 + 3] Cycloaddition for the Construction of Spirooxindoles Fused with an Eight-Membered Ring

A Pd-catalyzed formal [5 + 3] intermolecular cycloaddition reaction of isatin-derived α-(trifluoromethyl)imines with aryl substituted vinylethylene carbonates (VECs) has been reported, affording trifluoromethyl-group-containing spirooxindoles fused with an eight-membered ring as a single diastereoisomer in good yields in the presence of a Br?nsted acid in a one-pot manner under mild conditions. The asymmetric version of this reaction has been also realized using a chiral phosphine ligand along with the further transformation of the obtained product to give a spirooxindolo pyrrolidine derivative upon oxidation.

Asymmetric Synthesis of 2,2-Difluorotetrahydrofurans through Palladium-Catalyzed Formal [3+2] Cycloaddition

The asymmetric synthesis of 2,2-difluorinated tetrahydrofurans was accomplished via enantioselective formal [3+2] cycloaddition catalyzed by palladium. The asymmetric reaction between gem-difluoroalkenes and racemic vinyl epoxides or vinylethylene carbonates resulted in the formation of enantioenriched 2,2-difluorotetrahydrofurans with an enantioselectivity up to 98 %. Notably, the reaction used the readily available (R)-BINAP as the ligand at a low loading and yielded a wide variety of difluorinated products in moderate to high yields. Both chiral diastereomers could be obtained in a single sequence.

Asymmetric Synthesis of Multi-Substituted Tetrahydrofurans via Palladium/Rhodium Synergistic Catalyzed [3+2] Decarboxylative Cycloaddition of Vinylethylene Carbonates

Unlike the comprehensive development of tandem multi-metallic catalysis, bimetallic synergistic catalysis has been challenging to achieve high stereoselectivity with the generation of multi-stereogenic centers. Herein, an efficient synergistic catalysis for the diastereo- and enantioselective synthesis of multi-substituted tetrahydrofuran derivatives has been developed. Under mild reaction conditions, a series of target molecules with three consecutive stereocenters were synthesized by a palladium(0)/rhodium(III) bimetal-catalyzed asymmetric decarboxylative [3+2]-cycloaddition of vinylethylene carbonates with α,β-unsaturated carbonyl compounds. The corresponding adducts were obtained with moderate to high yields (67 %～98 %) and excellent stereoselectivities (>20 : 1 d.r., up to 99 % ee).