74542-86-2

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 3355-28-0 1-Bromo-2-butyne 
• 3355-17-7 1-chloro-2-butyne 
• 61493-85-4 but-2-yn-1-yl methanesulfonate 
• 1126-76-7 1,2-Epoxy-4-phenylbutane 
• 4529-04-8 1-propynyl lithium 
• 768-56-9 4-Phenylbut-1-ene 
• 74542-82-8 1-methyl-1-(trimethylsilyl)allene 

Downstream Products

• 353299-04-4 acetic acid 1-phenethyl-pent-3-ynyl ester 
• 169827-08-1 (S,Z)-1-phenylhept-5-en-3-ol 
• 1026478-76-1 Acetic acid 1-((E)-1-phenethyl-pent-3-enyloxy)-ethyl ester 
• 353299-12-4 acetic acid 1-(1-phenethyl-pent-3-ynyloxy)-ethyl ester 
• 353299-03-3 Acetic acid (E)-1-phenethyl-pent-3-enyl ester 
• 353299-02-2 Acetic acid (Z)-1-phenethyl-pent-3-enyl ester 

Relevant academic research and scientific papers

Carbonyl allenylations and propargylations by 3-chloro-1-propyne or 2-propynyl mesylates with tin(IV) chloride and tetrabutylammonium iodide

By the use of tin(IV) chloride and tetrabutylammonium iodide in dichloromethane, 3-chloro-1-propyne or 2-propynyl mesylate can be applied to allenylation and propargylation of aldehydes (carbonyl allenylation and propargylation) to produce a mixture of 1-

Stereoselectivity and regioselectivity in the segment-coupling prins cyclization

The scope of the segment-coupling Prins cyclization has been investigated. The method is outlined in Scheme 1 and involves esterification of a homoallylic alcohol.(1), reductive acetylation to give the α-acetoxy ether (3), and cyclization on treatment wit

Carbonyl propargylation by 1-substituted prop-2-ynyl mesylates and carbonyl allenylation by 3-substituted prop-2-ynyl mesylates with tin(II) iodide and tetrabutylammonium iodide

1-Substituted prop-2-ynyl mesylates cause propargylation of aldehydes with tin(II) iodide, tetrabutylammonium iodide and sodium iodide in 1,3-dimethylimidazolidin-2-one to produce 2-substituted but-3-yn-1-ols, while 3-substituted prop-2-ynyl mesylates cau

Scope and Stereochemical Course of the Addition of (Trimethylsilyl)allenes to Ketones and Aldehydes. A Regiocontrolled Synthesis of Homopropargylic Alcohols

The reaction of (trimethylsilyl)allenes with aldehydes and ketones in the presence of titanium tetrachloride provides a regiocontrolled route to homopropargylic alcohols of a variety of substitution types.The addition of 1-alkyl-substituted (trimethylsilyl)allenes to carbonyl compounds furnishes the desired acetylenes directly, while reactions involving allenylsilanes 6,7, and 9 initially produce mixtures of acetylenes and (trimethylsilyl)vinyl chloride derivatives.Exposure of these mixtures to the action of potassium fluoride in dimethyl sulfoxide then generates the desired homopropargylic alcohols.The addition of the chiral allenylsilane 9 to achiral aldehydes has been found to proceed with modest (3-4:1) diastereoselectivity to produce mainly syn (erythro) homopropargylic alcohols.

A CONVENIENT SYNTHESIS OF α-HYDROXYALLENES BY THE REACTION OF PROPARGYL IODIDES WITH ALDEHYDES IN THE PRESENCE OF STANNOUS HALIDE

In the presence of stannous halide, propargyl iodides react with aldehydes in an aprotic solvent to yield α-hydroxyallenes as major products, particularly in the cases of γ-substituted propargyl iodides, along with β-hydroxyacetylenes.

(Trimethylsilyl)allenes as Propargylic Anion Equivalents: Synthesis of Homopropargylic Alcohols and Ethers

(Trimethylsilyl)allenes react with ketones, aldehydes, and acetals in the presence of titanium tetrachloride to yield homopropargylic alcohols and ethers.