1121-54-6

Usage

Synthesis Reference(s)

Tetrahedron Letters, 16, p. 925, 1975 DOI: 10.1016/S0040-4039(00)72021-1

Upstream product

• 14958-13-5 diethyl-buta-1,3-dienyl-amine 
• 107-02-8 acrolein 
• 100400-03-1 2-diethylamino-cyclohex-3-enecarbaldehyde 
• 6651-43-0 1-(trimethylsiloxy)-1,3-butadiene 
• 51075-25-3 (E)/(Z)-Trimethylsiloxymethylene-3-cyclohexene 
• 16503-25-6 1-chloro-1E,3-butadiene 

Downstream Products

• 32833-06-0 cyclohexa-1,3-dien-1-ylmethyl acetate 
• 32833-07-1 2,3-Dihydrobenzyl-acrylat 
• 1678-98-4 isobutylcyclohexane 
• 402488-35-1 toluene-4-sulfonic acid 2,3-diaza-bicyclo[2.2.2]oct-2-en-1-ylmethyl ester 
• 396715-58-5 1-(aminomethyl)-2,3-diazabicyclo[2.2.2]oct-2-ene 
• 143471-24-3 1-(hydroxymethyl)-2,3-diazabicyclo<2.2.2>oct-2-ene 
• 223677-70-1 (3R,4S)-3,4-Dihydroxy-cyclohex-1-enecarbaldehyde 
• 21203-48-5 1,3-cyclohexadiene-1-methanol 
• 23747-22-0 1-<2-Methyl-propen-(1)-yl>-cyclohexadien-(1,3) 

Relevant academic research and scientific papers

Exploiting long-lived molecular fluorescence

Fluorophores based on the azo chromophore 2,3-diazabicyclo[2.2.2]oct-2-ene, referred to as fluorazophores, display an exceedingly long fluorescence lifetime. Besides the use in time-resolved screening assays, where the long-lived fluorescence can be time-gated, thereby reproving the signal to background ratio, a distinct application of fluorazophores lies in the area of biopolymer dynamics. For this purpose, one chain end is labeled with a fluorazophore and the other one with an efficient fluorescence quencher. The fluorescence lifetime of the probe/quencher-labeled peptide then reflects the kinetics of intramolecular end-to-end collision. Applications to polypeptides are described and control experiments which establish the nature of the quenching mechanism as a diffusive process requiring intimate probe/quencher contact are described.

CHEMISTRY OF ENOL ETHERS. LXII. DIENE CONDENSATION OF 1-TRIMETHYLSILYLOXY-1,3-DIENES WITH α,β-UNSATURATED ALDEHYDES

The diene condensation of 1-trimethylsilyloxy-1,3-dienes (1-trimethylsilyloxy-1,3-butadiene, 1-trimethylsilyloxy-2-methyl-1,3-pentadiene, 1-trimethylsilyloxy-3-methyl-1,3-butadiene) with α,β-unsaturated aldehydes (acrylic, crotonic) is regioselective, leading to the formation of the "ortho isomers," and the cis-adducts are obtained preferentially.When heated with 10percent hydrochloric acid, the mono- and dimethyl-substituted 1-formyl-2-trimethylsilyloxy-3-cyclohexenes obtained during the diene condensation give high yields of the corresponding substituted 1-formyl-1,3-cyclohexadienes.

THE RECTION OF ALDEHYDE ENOL SILYL ETHERS WITH LEAD(IV)ACETATE

The treatment of aldehyde enol silyl ethers 1 with lead(IV)acetate (LTA) using methylene chloride as solvent gives rise to the production of α-acetoxy aldehydes 2 and glycolic ester derivatives 3 or enals 5.Structrural variations in 1 are used to explained the divergent trends.When 1 is treated with LTA/KOAc/AcOH, high yields of the corresponding α-acetoxy aldehydes 2 are obtained with the formation of 3 and 5 being subverted.