123160-08-7

Basic information

• Product Name: 2H-Pyran, 3,4-dihydro-4-hydroxy-
• Synonyms: 2H-Pyran, 3,4-dihydro-4-hydroxy-
• CAS NO: 123160-08-7
• Molecular Formula: C5H8 O2
• Molecular Weight: 100.12
• Mol File: 123160-08-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Pyran, 3,4-dihydro-4-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran, 3,4-dihydro-4-hydroxy-(123160-08-7)
• EPA Substance Registry System: 2H-Pyran, 3,4-dihydro-4-hydroxy-(123160-08-7)

Safety Data

• Hazardous Substances Data: 123160-08-7(Hazardous Substances Data)

Upstream product

• 247577-88-4 4-pentyne-1,3-diol 
• 106569-79-3 3,3-Dimethyl-1,5,9-trioxa-spiro[5.5]undec-7-ene 
• 84302-42-1 2,3-dihydro-4H-pyran-4-one 

Relevant articles and documents

Selective and efficient cycloisomerization of alkynols catalyzed by a new ruthenium complex with a tetradentate nitrogen-phosphorus mixed ligand

The new ruthenium complex [Ru(N3P)(OAc)][BPh4] (4), in which N3P is the N,P mixed tetradentate ligand N,N-bis[(pyridin-2-yl)methyl]-[2(diphenylphosphino)phenyl]methanamine was synthesized. The complex was found to be catalytically active for the endo cycloisomerization of alkynols. The catalytic reactions can be used to synthesize five-, six-, and seven-membered endo-cyclic enol ethers in good to excellent yields. A catalytic cycle involving a vinylidene intermediate was proposed for the catalytic reactions. Treatment of complex 4 with PhC≡CH and H2O gave the alkyl complex [Ru(CH2PhJ(CO)(N 3P)][BPh4] (30), which supports the assumption that the catalytic reactions involve addition of a hydroxyl group to the C=C bond of vinylidene ligands.

Stereochemical Control in the Ester Enolate Claisen Rearrangement. 2. Chairlike vs Boatlike Transition-State Selection

The preference for chair-and boatlike transition-state geometries in the ester enolate Claisen rearrangement of straight chain, carbocyclic, and heterocyclic propanoates was investigated.A novel stereoelectronic effect in pyranoid and furanoid glycal systems leads to a significant relative stabilisation of the boatlike vs the chairlike TS(excit.).The preferred transition state in six- and five-membered carbocyclic systems is highly dependent on steric factors, as the energy difference between chair-and boatlike TS(excit.) tends to be small.With straight-chain substrates, a significant contribution of the boatlike TS(excit.) to the rearrangement product mixture is only expected in bis-donor substituted allylic esters.

LIMITATIONS IN THE APPLICATION OF ANIONIC OXY-COPE SIGMATROPY TO ELABORATION OF THE FORSKOLIN NUCLEUS

The functionalized bicyclooctenone 6 has been synthesized in four steps from 2,4,4-trimethyl-2-cyclohexenone.This ketone undergoes 1,2-addition with 6-lithiodihydropyran to deliver alcohols 16 and 17 in a 1:1.8 ratio.The potassium salt of 17 experi