135414-95-8

Basic information

• Product Name: (1R,2S)-1-phenyl-3-butene-1,2-diol
• Synonyms: (1R,2S)-1-phenyl-3-butene-1,2-diol
• CAS NO: 135414-95-8
• Molecular Weight: 164.204
• Mol File: 135414-95-8.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (1R,2S)-1-phenyl-3-butene-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-1-phenyl-3-butene-1,2-diol(135414-95-8)
• EPA Substance Registry System: (1R,2S)-1-phenyl-3-butene-1,2-diol(135414-95-8)

Safety Data

• Hazardous Substances Data: 135414-95-8(Hazardous Substances Data)

Upstream product

• 1208092-25-4 prop-2-ene-1,1-diyl dibenzoate 
• 100-52-7 benzaldehyde 
• 500757-14-2 C₁₇H₁₆O₃ 
• 81656-05-5 2-methoxy-1-phenylbut-3-en-1-ol 
• 106948-16-7 {Dimethyl-[(R)-1-((S)-phenyl-trimethylsilanyloxy-methyl)-allyl]-silanyl}-diisopropyl-amine 
• 62322-46-7 3-(1-methoxy-1-methylethoxy)prop-1-ene 
• 18147-55-2 but-2-enyltrichlorosilane 
• 139284-73-4 (1R,2S)-2-(4'-methoxyphenoxy)-1-phenyl-3-buten-1-ol 
• 474958-71-9 (1R,2S)-2-(methoxyethoxymethoxy)-1-phenylbut-3-enyl 4-nitrobenzoate 
• 618439-33-1 (2S)-2-(2-methoxy-ethoxymethoxy)-1-phenyl-but-3-en-1-one 
• 474958-70-8 (1S,2S)-2-(2-methoxy-ethoxymethoxy)-1-phenyl-but-3-en-1-ol 
• 474958-72-0 (1R,2S)-2-(2-methoxy-ethoxymethoxy)-1-phenylbut-3-en-1-ol 
• 18295-60-8 allenylmagnesium bromide 
• 140438-80-8 (1R,2S)-2-(4'-methoxyphenoxy)-1-phenyl-1-(trimethylsiloxy)-3-butene 

Downstream Products

• 473543-38-3 (1S)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-3-buten-1-ol 
• 130718-77-3 (4R,5R)-cis-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-carbaldehyde 
• 140631-03-4 (4S,5R)-4-ethenyl-2,2-dimethyl-5-phenyl-1,3-dioxolane 

Relevant articles and documents

3,3′-Bithiophene-Based Chiral Bisphosphine Oxides as Organocatalysts in Silicon-Derived Lewis Acid Mediated Reactions

This account summarizes the development of new biheteroaromatic chiral bisphosphine oxides. 3,3′-Bithiophene-based phosphine oxides (BITIOPOs) have been successfully used as organocatalysts to promote Lewis base catalyzed, Lewis acid mediated stereoselective transformations. These highly electron-rich compounds, in combination with trichorosilyl derivatives (allyltrichlorosilane and silicon tetrachloride), generate hypervalent silicon species that act as chiral Lewis acids in highly diastereo- and enantioselective organic reactions. Several relevant examples related to these applications are discussed in detail. 1 Introduction 2 The BITIOPO Family 3 Enantioselective Opening of Epoxides 4 Enantioselective Allylation of Aldehydes 5 Stereoselective Direct (Double) Aldol-Type Reaction with Ketones 6 Stereoselective Direct Aldol-Type Reaction with Ester Derivatives 7 Conclusions.

Diastereo- and enantioselective anti-alkoxyallylation employing allylic gem-dicarboxylates as allyl donors via iridium-catalyzed transfer hydrogenation

(Chemical Equation Presented) Enantioselective transfer hydrogenation of gem-dibenzoate 1e in the presence of aromatic, α,β-unsaturated, or aliphatic aldehydes 2a-i mediated by isopropyl alcohol and employing a cyclometalated iridium C,O-benzoate derived from allyl acetate, 4-cyano-3-nitrobenzoic acid, and (R)-SEGPHOS delivers products of alkoxyallylation 3a-i, 4a, 4e, 4f, and 4i in good isolated yields (62-82%) with good to excellent diastereoselectivities (7:1 to 18:1 dr) and exceptional enantioselectivities (90-99% ee). This protocol provides an alternative to the use of premetalated nucleophiles in carbonyl alkoxyallylation. Copyright

Synthesis of homoallylic chiral tertiary alcohols via chelation-controlled diastereoselective nucleophilic addition on α-alkoxyketones: Application for the synthesis of the C1-C11 subunit of 8-epi-fostriecin

(Matrix presented) Chiral β-syn-alkoxyhomoallylic alcohols derived from alkoxyallylboration of aldehydes upon oxidation provided the corresponding chiral ketones. Chelation-controlled nucleophilic addition to these ketones occurred in a highly stereoselec