140854-63-3

Upstream product

• 103625-11-2 (±)-pent-4-en-1,2-diol 
• 39850-43-6 (+/-)-3-hydroxy-3-phenyl-propionaldehyde 
• 762-72-1 allyl-trimethyl-silane 
• 2622-05-1 allylmagnesium bromide 
• 6213-94-1 trimethylsiloxyethene 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 100-52-7 benzaldehyde 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 948050-79-1 1-phenylhex-5-ene-1,3-diol 
• 943621-73-6 4-phenylbutane-1,2,4-triol 
• 140854-32-6 1-phenyl-3-(phenylthio)-3<(2-propenyl)oxy>-1-propanol 

Relevant academic research and scientific papers

Tetrahydropyran synthesis by palladium(II)-catalysed hydroxycarbonylation of hexenols: Synthesis of (±)-diospongin A and (+)-civet cat compound

A diastereoselective synthesis of 2,6-cis-tetrahydropyranyl acetic acids has been developed based on the palladium(II)-catalysed intramolecular hydroxycarbonylation of hexenols. This domino Pd-cyclisation/carbonylation/ hydroxylation of (2S)-hept-6-en-2-o

Aromatic aldehyde-selective aldol addition with aldehyde-derived silyl enol ethers

The aldol reaction using aldehyde-derived silyl enolates as nucleophiles with aromatic aldehydes chemoselectively proceeded in the presence of silyl triflate and 2,2′-bipyridyl to produce β-siloxy aldehydes, while the aliphatic aldehydes were completely recovered. The unprecedented chemoselectivities depend on the reactivities of the pyridinium-type intermediates derived from the aromatic and aliphatic aldehydes.

Iron-Catalyzed Synthesis of C2 Aryl- and N-Heteroaryl-Substituted Tetrahydropyrans

An iron-catalyzed cyclization of hydroxy allylic derivatives into tetrahydropyrans possessing an N-heteroaryl at C2 is disclosed. The reaction proceeds with good yield and in high diastereoselectivity in favor of the more stable isomer. The diastereoselectivity results from an iron-induced reopening of the tetrahydropyrans, allowing a thermodynamic equilibration. The method allows access to a variety of 2,6-disubstituted as well as 2,4,6-trisubstituted tetrahydropyrans that could be considered as attractive scaffolds for the pharmaceutical industry.

A facile and efficient synthesis of 4-hydroxy-2,6-c/s-tetrahydropyrans via tandem cross-metathesis/thermal sn2′ reaction: protecting-group-free synthesis of (±)-diospongin A

The tandem cross-metathesis/thermal SN2' reaction was explored for the facile and efficient synthesis of 4-hydroxy-2,6-cis-tetrahydropyrans. The mildness of the thermal conditions allowed for the synthesis of 4-hydroxy-2,6-cis-tetrahydropyrans from base-sensitive substrates without the use of protecting groups. The tandem reaction enabled a protecting-group-free synthesis of (±)-diospongin A.

Gold-catalyzed cycloisomerizations of ene-ynamides

The gold-catalyzed cycloisomerizations of 1,6-ene-ynamides proceed under mild conditions and lead to cyclobutanones from terminal or trimethylsilyl substituted ynamides, or to carbonyl compounds bearing a 2,3-methanopyrrolidine subunit from substrates pos

Stereoselective synthesis of anti-1,3-diol units via Prins cyclisation: application to the synthesis of (-)-sedamine

The scope of the Prins cyclisation, the higher stereoselective synthesis of multisubstituted tetrahydropyrans from aldehydes and homoallylic alcohols, is expanded. A new approach for the stereoselective synthesis of polyketide precursors containing anti-1

Asymmetric Induction in Reductively Initiated -Wittig and Retro -Brook Rearrangements of Secondary Carbanions

The synthesis of O,S-acetals and the lithium naphthalenide initiated rearrangement reactions thereof are described.O,S-Acetal 8a resulted from trapping of the 1,4-dipole 7 with thiophenol.O,S-Acetals 16a and b were obtained from aldehydes 14a/b by a one-p