124004-59-7

Upstream product

• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 78-84-2 isobutyraldehyde 
• 4392-24-9 Cinnamyl bromide 
• 74785-32-3 (E)-cinnamyl(tributyl)tin 
• 100009-29-8 (E)-1-tert-butyldimethylsilyloxy-3-phenyl-2-propene 
• 673-32-5 1-Phenylprop-1-yne 
• 78-83-1 2-methyl-propan-1-ol 
• 960-16-7 tributylphenylstannane 
• 40596-17-6 (3RS,4RS)-2-methyl-4-phenyl-5-hexen-3-ol 
• 4392-24-9 (Z)-cinnamyl bromide 

Downstream Products

• 40596-17-6 (3R,4S)-2-Methyl-4-phenyl-hex-5-en-3-ol 

Relevant academic research and scientific papers

Iridium-catalyzed coupling reaction of primary alcohols with 1-aryl-1-propynes leading to secondary homoallylic alcohols

We report iridium-catalyzed coupling of 2-alkynes such as 1-aryl-1-propynes with primary alcohols leading to secondary homoallylic alcohols as products. This reaction involves an iridium-catalyzed novel catalytic transformation of 2-alkynes and primary al

Controllable Stereoselective Synthesis of (Z)- and (E)-Homoallylic Alcohols Using a Palladium-Catalyzed Three-Component Reaction

Diastereoselective synthesis of (Z)- and (E)-homoallylic alcohols using a Pd-catalyzed three-component reaction of 3-(pinacolatoboryl)allyl benzoates, aldehydes, and aryl stannanes was developed, which provides an alternative method for the allylboration of aldehydes using α, γ-diaryl-substituted allylboronates. Both sets of reaction conditions enable access to either (Z)- or (E)-homoallylic alcohols with good to high alkene stereocontrol. The present method showed good functional group compatibility and generality. Efficient chirality transfer reactions to afford enantioenriched (Z)- and (E)-homoallylic alcohols were also achieved.

Stereoselective [2,3]-sigmatropic rearrangements of unstabilized nitrogen ylides

The steric course of the [2,3]-rearrangement of several unstabilized nitrogen ylides has been investigated. The reactions proceed cleanly through an anti transition state, affording modest to good yields of a single diastereomer of the product. In two exa

Indium Triiodide (InI3)-Catalyzed Allylation of Carbonyl Compounds by Allylic Tins

Indium triiodide is an effective catalyst for the allylation of aldehydes via the transmetallation with allylic tin compounds. Moreover, the chelation-controlled allylation of α-alkoxyketones proceeded with a catalytic amount of indium triiodide.

Allylic tin(IV)-tin(II) chloride-acetonitrile as a novel system for allylation of carbonyls or imines

Effective allylation of aldehydes, ketones and imines was accomplished by allylic tributyltins 1 in the presence of SnCl2 in an acetonitrile solution. In this reaction system, Sn(IV)-Sn(II) transmetallation must play a key role, generating the

Indium Mediated Coupling of Aldehydes with Allyl Bromides in Aqueous Media. The Issue of Regio- and Diastereo-selectivity

The regio- and diastereo-selectivity in the coupling of γ-substituted allyl bromides with aldehydes mediated by indium in water were found to be dependent on the steric effect of the substituents on both allyl bromides and the aldehydes.

Synthesis of Enantiomerically Enriched anti-Homoallyl Alcohols Mediated by Crude Chicken Liver Esterase (CCLE)

Enantiomerically enriched anti-homoallyl alcohols were synthesized in 6799percent enantiomeric purities via enantioselective hydrolysis of the corresponding racemic acetates mediated by Crude Chicken Liver Esterase (CCLE).

DIASTEREOSELECTIVITY, DIASTEREOFACIAL SELECTIVITY AND REGIOSELECTIVITY IN THE REACTIONS OF CYNNAMYL CHLORIDE WITH ALDEHYDES MEDIATED BY TIN AND ALUMINIUM

The reaction of cinnamyl chlorie with a series of aryl and alkyl aldehydes mediated by tin and aluminium has been shown to be regioselective and threo diastereoselective.For aldehydes with chirality adjacent to the carbonyl function some diastereofacial s

REDUCTIVE GENERATION OF ACTIVE ZERO-VALENT TIN IN SnCl2-Al SYSTEM AND ITS USE FOR HIGHLY DIASTEREOSELECTIVE REACTION OF CINNAMYL CHLORIDE AND ALDEHYDES.

Highly diastereoselective reaction of cinnamyl chloride with aldehydes was achieved by the use of active zero-valent tin generated in SnCl2-Al system.

HIGHLY DIASTEREOSELECTIVE REACTIONS OF (E)-CINNAMYL CHLORIDE WITH ALDEHYDES MEDIATED BY TIN AND ALUMINIUM

The reactions of (E)-cinnamyl chloride with aldehydes in H2O:THF:HBr in the presence of tin and aluminium powders proceed with very high stereoselectivity.