22127-83-9

Upstream product

• 123-72-8 butyraldehyde 
• 106-96-7 propargyl bromide 
• 6689-00-5 propadienylboronic acid dibutyl ester 
• 18295-60-8 allenylmagnesium bromide 
• 109-99-9 tetrahydrofuran 
• 848617-96-9 (+/-)-B-allenyl-10-trimethylsilyl-9-borabicyclo[3.3.2]decane 
• 90-82-4 rac-pseudoephedrine 
• 18295-60-8 propargyl magnesium bromide 
• 40963-57-3 2-Propynylzinc bromide 
• 1003-14-1 2-pentyloxirane 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 

Downstream Products

• 105-21-5 4-propylbutanolide 
• 1367200-44-9 methyl 2-(2-(tert-butyldimethylsilyloxy)pentyl)-6-methoxybenzoate 
• 95359-57-2 (+/-)-8-methoxy-3-propyl-3,4-dihydro-1H-2-benzopyran-1-one 
• 39159-74-5 1-phenylhept-1-yn-4-ol 
• 92864-79-4 hept-1-yn-4-yl 4-methylbenzenesulfonate 
• 40485-35-6 5-Hydroxy-1-phenyloct-2-in-1-on 
• 59649-17-1 1-Phenyl-4-octen-2-in-1-ol 
• 59649-20-6 1-Phenyl-4-octen-2-in-1-on 
• 951215-23-9 1-(2-ethynylphenyl)hept-1-yn-4-ol 
• 93429-44-8 (+/-)-4-Hydroxy-heptanon-(2)-<2,4-dinitro-phenylhydrazon> 
• 40485-42-5 1-Phenyl-oct-2-in-1,5-diol 

Relevant academic research and scientific papers

Silylcyclopropanes by Selective [1,4]-Wittig Rearrangement of 4-Silyl-5,6-dihydropyrans

4-Silyl-5,6-dihydropyrans undergo remarkably selective [1,4]-Wittig rearrangements to give silylcyclopropanes in good yields. The selectivity is independent of the silyl group, but it is influenced by the electronic character of the migrating center. Elec

Synthesis of Polysubstituted Furans through Electrochemical Selenocyclization of Homopropargylic Alcohols

The current method represents an electrochemically driven synthetic route to access polysubstituted selenofuran derivatives through the diselenide-promoted cyclization of homopropargyl alcohols. The tandem electro-oxidative transformation operates at ambi

Fe-Catalyzed tandem cyclization for the synthesis of 3-nitrofurans from homopropargylic alcohols and Al(NO3)3·9H2O

Al(NO3)3·9H2O as a nitro source for the synthesis of 3-nitrofurans from homopropargylic alcohols through Fe-catalyzed tandem cyclization is described. In this transformation, the substituted nitrofurans are obtained throug

A method for accessing sulfanylfurans from homopropargylic alcohols and sulfonyl hydrazides

A sulfenylation/cyclization reaction has been developed for the synthesis of sulfanylfurans in the presence of iodine. These processes provide facile strategies to construct C-S/O bonds, and expand the methods of synthesizing sulfanylfurans. In this trans

Unsaturated Four-Membered Rings: Efficient Strategies for the Construction of Cyclobutenes and Alkylidenecyclobutanes

Our recent studies of the diastereo- and enantioselective formation of strained alkylidenecycloalkanes drove us to more-thoroughly investigate the formation of four-membered rings for which only few efficient methods are described. We first developed a st

Regioselective access to CF3S-substituted dihydrofurans from homopropargylic alcohols with trifluoromethanesulfenamide

A facile access to 4-((trifluoromethyl)thio)-2,3-dihydrofurans from unprotected homopropargylic alcohols in high regioselectivity is reported. This method is the first example of using a free hydroxy group as a nucleophile to complete a trifluoromethylthiolation/cyclization protocol with an alkyne in moderate to excellent yields. This journal is

Investigations towards the synthesis of xylindein, a blue-green pigment from the fungus Chlorociboria aeruginosa

An approach towards the synthesis of the fungal pigment xylindein 1 is described. Synthesis of the pyranonaphthoquinone corresponding to one half of the xylindein framework is achieved over 11 steps from 1,2-epoxypentane, utilizing multiple Diels-Alder cy

A new synthesis of γ-butyrolactones via AuCl3- or Hg(II)-catalyzed intramolecular hydroalkoxylation of 4-bromo-3-yn-1-ols

An efficient conversion of 4-bromo-3-yn-1-ols to γ-butyrolactones via AuCl3-catalyzed electrophilic cyclization (hydroxyl-assisted regioselective hydration) in wet toluene is described. Various secondary and tertiary alcohols including benzylic systems were found to be equally reactive with moderate to excellent yields obtained in all cases.

Nonracemic homopropargylic alcohols via asymmetric allenylboration with the robust and versatile 10-TMS-9-borabicyclo[3.3.2]decanes

(Chemical Equation Presented) The asymmetric allenylboration of representative aldehydes with the stable, storable 1 is reported. Easily and efficiently prepared in either enantiomeric form from the air-stable crystalline 4 through simple Grignard procedures, 1 gives 6 cleanly. The latter is easily isolated in high yield and ee with predictable stereochemistry. The procedure also regenerates 4 for its direct conversion back to 1 and facilitates the efficient recovery of the pseudoephedrine. The net process is the synthetic equivalent of the asymmetric addition of allenylmagnesium bromide to aldehydes.

Zn mediated regioselective Barbier reaction of propargylic bromides in THF/aq. NH4Cl solution

The reaction of substituted and unsubstituted propargylic bromides with butanal in presence of zinc power in THF/saturated aqueous NH4Cl solution gave corresponding allenic and propargylic alcohols with high selectivity.