947692-03-7

Upstream product

• 74141-11-0 trans-1-Phenyl-2-buten-1,4-diol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 100-52-7 benzaldehyde 
• 144425-46-7 (±) 4-(tert-butyldimethylsilyloxy)-1-phenylbut-2-yn-1-ol 
• 76782-82-6 tert-Butyldimethyl(prop-2-ynyloxy)silane 
• 127382-61-0 (E)-4-((tert-butyldimethylsilyl)oxy)but-2-enal 
• 100-58-3 phenylmagnesium bromide 
• 91202-69-6 (Z)-4-(tert-butyldimethylsilyloxy)but-2-en-1-ol 
• 167107-72-4 4-(tert-butyldiphenylsilyloxy)-1-phenylbut-2-yn-1-ol 
• 29021-82-7 1-phenylbut-2-yne-1,4-diol 

Downstream Products

• 1334209-54-9 (E)-6-phenyl-6-(prop-2-ynyloxy)hex-4-en-1-yn-3-yl pivalate 
• 1380774-15-1 C₁₃H₁₄O₂ 
• 1619980-54-9 (E)-3-((tert-butyldimethylsilyloxy)methyl)-5-phenylpent-4-en-1-ol 
• 1619980-55-0 (E)-2-styrylbutane-1,4-diol 

Relevant academic research and scientific papers

InBr3-catalyzed stereoselective synthesis of 3,4-disubstituted hexahydro-1H-furo[3,4-c]pyran derivatives

An γ,δ-unsaturated alcohol tethered with a hydroxyl group, that is, (E)-2-styrylbutane-1,4-diol (1) undergoes a smooth bicyclization with various aldehydes in the presence of 10 mol % InBr3 and at 0 °C to afford a novel series of hexahydro-1H-furo[3,4-c]pyran derivatives in good yields with high diastereoselectivity.

Rhodium-catalyzed intra- and intermolecular [5 + 2] cycloaddition of 3-acyloxy-1,4-enyne and alkyne with concomitant 1,2-acyloxy migration

A new type of rhodium-catalyzed [5 + 2] cycloaddition was developed for the synthesis of seven-membered rings with diverse functionalities. The ring formation was accompanied by a 1,2-acyloxy migration event. The five- and two-carbon components of the cycloaddition are 3-acyloxy-1,4-enynes (ACEs) and alkynes, respectively. Cationic rhodium(I) catalysts worked most efficiently for the intramolecular cycloaddition, while only neutral rhodium(I) complexes could facilitate the intermolecular reaction. In both cases, electron-poor phosphite or phosphine ligands often improved the efficiency of the cycloadditions. The scope of ACEs and alkynes was investigated in both the intra- and intermolecular reactions. The resulting seven-membered-ring products have three double bonds that could be selectively functionalized.

The influence of exocyclic stereochemistry on the tethered aminohydroxylation reaction

A new strategy that employs an exocyclic stereocenter to effect diastereocontrol in the tethered aminohydroxylation (TA) reaction is applied to the stereoselective synthesis of a range of amino alcohols in good to excellent yields, and with anti selectivities of up to 20:1. The influence of the reaction conditions and substrate parameters on the level of diastereocontrol is described. Furthermore, an "inside alkoxy" model is employed to rationalize the sense and degree of stereoselectivity observed in these systems. TA for now: Tethered aminohydroxylation (TA) cyclic stereocontrol is possible in the catalytic TA reaction of acyclic systems that bear an exocyclic stereodirecting group. The influence of the alkene substitution pattern and the role of the protecting group on the allylic alcohol are both explored. A model is also presented to rationalize the observed trends in stereoselectivity.

Regiocontrol in Pd-catalyzed allylic substitution with P,N-ligand

A racemic ligand, (±)-N-[2-(diphenylphosphino)naphthyl]-2- (pyrrolidinylmethyl)piperidine, has been found to exhibit better regioselectivity than the racemic Pfaltz ligand, BINAP and dppp in the palladium-catalyzed regioselective allylic substitution with