111268-67-8

Basic information

• Product Name: 4-bromo-2,6-diphenyl-tetrahydro-2H-pyran
• Synonyms: 4-bromo-2,6-diphenyl-tetrahydro-2H-pyran
• CAS NO: 111268-67-8
• Molecular Weight: 317.225
• Mol File: 111268-67-8.mol

Chemical Properties

• CAS DataBase Reference: 4-bromo-2,6-diphenyl-tetrahydro-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-2,6-diphenyl-tetrahydro-2H-pyran(111268-67-8)
• EPA Substance Registry System: 4-bromo-2,6-diphenyl-tetrahydro-2H-pyran(111268-67-8)

Safety Data

• Hazardous Substances Data: 111268-67-8(Hazardous Substances Data)

Upstream product

• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 100-52-7 benzaldehyde 
• 762-72-1 allyl-trimethyl-silane 
• 104-53-0 3-phenyl-propionaldehyde 
• 85551-57-1 (R)-1-Phenylbut-3-en-1-ol 
• 106-95-6 allyl bromide 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

SYNTHESIS OF 4-HALOTETRAHYDROPYRANS FROM ALLYLSILANES AND CARBONYL COMPOUNDS IN THE PRESENCE OF LEWIS ACIDS

An unexpected behaviour of the rection of allylsilanes and carbonyl compounds allowed the stereospecific preparation of differently substituted 4-halotetrahydropyrans with an "all cis" configuration.

One-pot allyl-/crotylboration-Prins cyclization of aldehydes

Multi-substituted tetrahydropyrans (THPs) have been prepared via a one-pot, In(OTf)3-catalyzed, sequential allyl-/crotylboration-Prins cyclization. The homoallylic borate intermediate formed during the allyl- and crotylboration was converted in

Direct synthesis of tetrahydropyrans via one-pot Babier-Prins cyclization of allylbromide with carbonyl compounds promoted by RTILs BPyX/SnX′2 or BBIMBr/SnBr2

Tetrahydropyran compounds can be directly synthesized from allylbromide and carbonyl compounds by means of one-pot Babier-Prins cyclization promoted by BPyX/SnX′2 or BBIMBr/SnBr2 complex (functionalized RTILs) under solvent-free cond

The role ionic liquid [BMIM][PF6] in one-pot synthesis of tetrahydropyran rings through tandem barbier–prins reaction

Tetrahydropyran (THP) rings are common in several natural products, therefore, various strategies are being developed to synthesize these rings. The present work described the study of a one-pot synthesis of 2,4,6-trisubstituted tetrahydropyran compounds

Diastereoselective syntheses via Prins cyclization, crystal structures determination and theoretical studies of cis-2,6-diphenyl-4- hydroxytetrahydropyran and analogues

We report in this article the diastereoselective syntheses of tetrahydropyranyl derivatives 1-5, its cis configurational ascertainment by spectroscopy and finally the crystal structures determination that unequivocally shows the 1-5 configurations and its

Synthesis of a novel diarylheptanoid isolated from Zingiber officinale

Syntheses of 4-acetoxy-2,6-disubstituted tetrahydropyrans via Prins cyclisation of homoallylic alcohols with benzylic aldehydes are described and the methodology is applied in the total synthesis of diarylheptanoid 1 confirming both the structure and abso

Synthesis of (-)-centrolobine by Prins cyclizations that avoid racemization.

[formula: see text] The segment-coupling Prins cyclization avoids two of the problems common to other Prins cyclization protocols: side-chain exchange and partial racemization by reversible 2-oxonia Cope rearrangement. Model studies demonstrate the stereochemical fidelity of Prins cyclizations using alpha-acetoxy ethers compared with direct aldehyde-alcohol Prins reactions. Furthermore, we propose a mechanism for the racemization observed in some intermolecular Prins cyclizations. Two straightforward syntheses of optically pure (-)-centrolobine highlight the utility of Prins cyclizations.