1579-16-4Relevant articles and documents
Regioselective hydrogenation of 1,2-indanedione over heterogeneous Pd and Pt catalysts
Langvik, Otto,Maeki-Arvela, Paeivi,Aho, Atte,Saloranta, Tiina,Murzin, Dmitry Yu,Leino, Reko
, p. 142 - 149 (2013)
Regioselective hydrogenation of 1,2-indanedione yielding rac-2-hydroxy-1-indanone was investigated using heterogeneous Pt and Pd as catalysts. Five consecutive experiments were carried out for studying the performance of Pd/Al2O3. Pr
A general chemoenzymatic synthesis of enenatiopures cis β-amino alcohols from microbially derived cis-glycols
Lakshman, Mahesh K.,Chaturvedi, Surendrakumar,Zajc, Barbara,Gibson, David T.,Resnick, Sol M.
, p. 1352 - 1356 (2007/10/03)
Enantiomerically pure cis-glycols, derived through the microbial metabolism of hydrocarbons, represent a valuable chiral pool for the synthesis of cis β-amino alcohols. One generally applicable route to these important chiral intermediates is described. Reaction of the metabolically formed diol with α-acetoxyisobutyryl chloride affords regio- and stereoselectively a single trans-1,2-chlorohydrin acetate isomer. Displacement of chloride by azide, aminolysis of the ester and reduction of the azide provides the requisite amino alcohols. This 4-step route is highly efficient and affords the cis β-amino alcohol enantiomers in 41-57% overall yields. Using the highly enantiopure amino alcohols diastereomeric oxazaborolidines were prepared with both (-)-(S)- and (+)-(R)-[2-(1-methoxyethyl)phenyl]boronic acids. As described herein, these derivatives are potentially useful for absolute configurational assignments to cis amino alcohols.
Photolysis of cyclic enol esters in the presence or absence of a single electron transfer photosensitizer
Climent,Garcia,Iborra,Miranda,Primo
, p. 9289 - 9296 (2007/10/02)
The photochemistry of enol esters 1 is dominated by electrocyclic ring opening (1b → 3+4), 1,3-acyl migration (1c,d → 6c,d) and [2 + 2] dimerization (1d → 11). Photosensitization with triphenylpyrylium tetrafluoroborate (TPT) enhances formation of oxidation products (1b → 5,1c,d → 9c,d + 10c,d), presumably through the intermediacy of radical cations 1b-d+.
