132587-07-6

Upstream product

• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 108-24-7 acetic anhydride 
• 26505-64-6 trans-3-phenylcyclobutanol tosylate 
• 64-19-7 acetic acid 
• 26505-63-5 cis-3-phenylcyclobutanol tosylate 
• 141-78-6 ethyl acetate 
• 106-95-6 allyl bromide 
• 1071508-40-1 (α-(acetyloxy)benzyl)tributylstannane 
• 100-52-7 benzaldehyde 
• 762-72-1 allyl-trimethyl-silane 
• 581-55-5 benzylidene 1,1-diacetate 
• 7393-43-3 tetraallyl tin 
• 591-87-7 Allyl acetate 
• 6249-80-5 1-phenylbut-3-en-1-one 

Downstream Products

• 2833-16-1 1-Acetoxy-3-brom-5,5,5-trichlor-1-phenyl-pentan 
• 67428-06-2 (E)-ethyl 2-styrylcyclopropanecarboxylate 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 1269657-76-2 C₁₀H₁₁⁽²⁾HO 
• 1412901-91-7 C₁₂H₁₈O₂ 
• 85551-57-1 (R)-1-Phenylbut-3-en-1-ol 
• 2833-34-3 (S)-1-phenyl-3-buten-1-yl acetate 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 
• 181227-42-9 (+)-(R)-1-phenylbut-3-en-1-yl acetate 
• 27066-35-9 (E)-1,4-diphenylbut-1-ene 
• 7614-93-9 1,3-diphenyl-1-butene 
• 70388-65-7 (Z)-1,4-diphenyl-1-butene 

Relevant academic research and scientific papers

Synthesis of highly functionalized δ-lactone-fused cyclopentanoids

A short and efficient route to δ-lactone-fused cyclopentanoids starting from the easily accessible Diels-Alder adducts between homoallylic alcohol acetates and 1,2,3,4-tetrachloro-5,5-dimethoxycyclopenta-1,3-diene is reported. Since homoallyl alcohols wer

A convenient synthesis of protected and free homoallylic alcohols: Catalytic use of dibutyltin dichloride in the allylation of aldehydes with allyltributyltin

A new procedure for the allylation of aldehydes with allyltributyltin in the presence of 10 mol% dibutyltin dichloride and either an acid chloride or trimethylsilyl chloride has been developed. Homoallylic esters, carbonates, trimethylsilyl ethers, and alcohols were obtained in up to 99% yield.

LiBF4-Catalyzed three-component coupling of an aldehyde, acetic anhydride and allyltrimethylsilane/TMSCN

Lithium tetrafluoroborate is found to be an efficient catalyst for allylation and cyanation of aldehydes with allyltrimethylsilane and trimethylsilyl cyanide in the presence of acetic anhydride at room temperature to produce homoallylic acetates and α-cya

One pot synthesis of acetylated homoallyl alcohols

An efficient one pot procedure for the preparation of acetylated homoallyl alcohols mediated by TaCl5 is described.

A chemoenzymatic synthesis of ceramide trafficking inhibitor HPA-12

A chemoenzymatic synthesis of the title compound has been developed using an efficient and highly enantioselective lipase-catalyzed acylation in a hydrophobic ionic liquid, [bmim][PF6], followed by a diastereoselective asymmetric dihydroxylatio

Remote Arylative Substitution of Alkenes Possessing an Acetoxy Group via β-Acetoxy Elimination

Palladium-catalyzed remote arylative substitution was achieved for the reaction of arylboronic acids with alkenes possessing a distant acetoxy group to provide arylation products having an alkene moiety at the remote position. The use of β-acetoxy elimination as a key step in the catalytic cycle allowed for regioselective formation of unstabilized alkenes after chain walking. This reaction was applicable to various arylboronic acids as well as alkene substrates.

Highly Focused Library-Based Engineering of Candida antarctica Lipase B with (S)-Selectivity Towards sec-Alcohols

Candida antarctica lipase B (CALB) is one of the most extensively used biocatalysts in both academia and industry and exhibits remarkable (R)-enantioselectivity for various chiral sec-alcohols. Considering the significance of tailor-made stereoselectivity in organic synthesis, a discovery of enantiocomplementary lipase mutants with high (R)- and (S)-selectivity is valuable and highly desired. Herein, we report a highly efficient directed evolution strategy, using only 4 representative amino acids, namely, alanine (A), leucine (L), lysine (K), tryptophan (W) at each mutated site to create an extremely small library of CALB variants requiring notably less screening. The obtained best mutant with three mutations W104V/A281L/A282K displayed highly reversed (S)-selectivity towards a series of sec-alcohol with E values up to 115 (conv. 50%, ee 94%). Compared with the previously reported (S)-selective CALB variant, W104A, a single mutation provided less selectivity, while the synergistic effects of three mutations in the best variant endow better (S)-selectivity and a broader substrate scope than the W104A variant. Structural analysis and molecular dynamics simulation unveiled the source of reversed enantioselectivity. (Figure presented.).

Tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation

An aldehyde-selective aerobic Wacker-Tsuji oxidation is developed. Using tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts, a variety of aldehydes were achieved as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.

Dynamic kinetic resolution of homoallylic alcohols: Application to the synthesis of enantiomerically pure 5,6-dihydropyran-2-ones and δ-lactones

Dynamic kinetic resolution of various homoallylic alcohols with the use of Candida antarctica lipase B and ruthenium catalyst 2 afforded homoallylic acetates in high yields and with high enantioselectivity. These enantiopure acetates were further transfor

Study on the coupling of acyclic esters with alkenes - The synthesis of 2-(2-hydroxyalkyl)cyclopropanols via cascade cyclization using allylsamarium bromide

The radical cyclization between aliphatic acyclic esters and alkenes was achieved unprecedentedly in the presence of allylsamarium bromide with HMPA and H2O as additives. The cascade radical cyclization-ring-opening- anionic cyclization allowed facile and efficient access to 2-(2-hydroxyalkyl) cyclopropanols from readily available materials.