19377-75-4Relevant articles and documents
Formation of five-membered carbocycles from D-glucose: A Concise Synthesis of 4-Hydroxy-2-(hydroxymethyl)cyclopentenone
Koseki, Yoshitaka,Watanabe, Toshihiro,Kamishima, Takaaki,Kwon, Eunsang,Kasai, Hitoshi
, p. 1324 - 1328 (2019/09/18)
A concise synthesis of 4-hydroxy-2-(hydroxymethyl)cyclo-pentenone (1) has been accomplished from D-glucose by a three-step sequence that features a catalyst-free hydrothermal reaction of D-glucal, which is readily obtained from D-glucose. Optimization of the reaction conditions for synthesizing 1 was performed by changing the temperature and reaction time. The treatment of D-glucal under the optimal conditions, i.e., at 120 °C for 24 h, provided 1 in the highest isolated yield of 61%. 1 would become a versatile intermediate for the synthesis of various fine chemicals having a cyclopentenone structure from cellulosic biomass.
Multicomponent cascade transformation of d -glucal to furan-appended triazole glycoconjugates
Yousuf, Syed Khalid,Taneja, Subhash Chandra,Mukherjee, Debaraj
supporting information; experimental part, p. 3097 - 3100 (2010/07/17)
Novel one-pot three- and four-component transformations of d-glucal to furan-based hydroxy triazole glycoconjugates have been achieved by sequential addition of reagents in the presence of Cu(OTf)2-Cu powder as catalysts. In general the carbohy
Synthesis of enantiopure chloroalcohols by enzymatic kinetic resolution
Haak, Robert M.,Tarabiono, Chiara,Janssen, Dick B.,Minnaard, Adriaan J.,De Vries, Johannes G.,Feringa, Ben L.
, p. 318 - 323 (2008/03/27)
3-Alkenyl and heteroaryl chloroalcohols have been obtained in excellent enantiomeric excess (>99%) by enzymatic kinetic resolution using the haloalcohol dehalogenase HheC. Yields were close to the theoretical maximum for all substrates employed. Furthermo
