Matches in SemOpenAlex for { <https://semopenalex.org/work/W2893065136> ?p ?o ?g. }
- W2893065136 endingPage "6679" @default.
- W2893065136 startingPage "6673" @default.
- W2893065136 abstract "Photooxidation of cyclopentadiene has been carried out in methanol using white light of LED lamp, rose bengal as photo initiator, and compressed air at 0 °C. Under conditions of [thiourea] ≫ [cyclopentadiene], the consumption of thiourea follows a pseudo-first-order reaction kinetics with half life of 75 ± 10 min; corr. coeff. r = 0.989. Slow addition of the monomer and maintaining excess thiourea concentration in reaction mass improves the yield. cis-3,5-Dihydroxy-1-cyclopentene is acetylated without isolation to obtain cis-3,5-Diacetoxy-1-cyclopentene of high purity (>99%) with overall isolated yield of 30%. Desymmetrization of the diacetate to (1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate has been carried out via enzymatic transesterification with methanol in methyl tert-butyl ether (MTBE) at 5 °C using Novozym-435®. The enantiomerically pure monoacetate (e.e. >99%) was obtained in 95% isolated yield. The recovered enzyme was reused for more than 10 times without loss in yield and selectivity. The entire protocol does not require purification of final product by chromatography." @default.
- W2893065136 created "2018-10-05" @default.
- W2893065136 creator A5038582435 @default.
- W2893065136 creator A5046507710 @default.
- W2893065136 creator A5064042561 @default.
- W2893065136 creator A5068154195 @default.
- W2893065136 creator A5089077643 @default.
- W2893065136 date "2018-11-01" @default.
- W2893065136 modified "2023-09-27" @default.
- W2893065136 title "Preparation of (1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate via Novozym-435® catalyzed desymmetrization of cis-3,5-Diacetoxy-1-cyclopentene" @default.
- W2893065136 cites W1565644117 @default.
- W2893065136 cites W1817888094 @default.
- W2893065136 cites W1965205154 @default.
- W2893065136 cites W1968451994 @default.
- W2893065136 cites W1971513325 @default.
- W2893065136 cites W1973360311 @default.
- W2893065136 cites W1973821776 @default.
- W2893065136 cites W1977971878 @default.
- W2893065136 cites W1978402127 @default.
- W2893065136 cites W1982262854 @default.
- W2893065136 cites W1983528445 @default.
- W2893065136 cites W1993121610 @default.
- W2893065136 cites W1996856604 @default.
- W2893065136 cites W1998332570 @default.
- W2893065136 cites W2014165492 @default.
- W2893065136 cites W2015056778 @default.
- W2893065136 cites W2020336621 @default.
- W2893065136 cites W2022955732 @default.
- W2893065136 cites W2023078692 @default.
- W2893065136 cites W2025540390 @default.
- W2893065136 cites W2026763594 @default.
- W2893065136 cites W2029963827 @default.
- W2893065136 cites W2038671143 @default.
- W2893065136 cites W2039298701 @default.
- W2893065136 cites W2039756421 @default.
- W2893065136 cites W2040988858 @default.
- W2893065136 cites W2043520580 @default.
- W2893065136 cites W2048565419 @default.
- W2893065136 cites W2049095005 @default.
- W2893065136 cites W2054694539 @default.
- W2893065136 cites W2056856655 @default.
- W2893065136 cites W2067475390 @default.
- W2893065136 cites W2068765991 @default.
- W2893065136 cites W2073699176 @default.
- W2893065136 cites W2081121853 @default.
- W2893065136 cites W2081231629 @default.
- W2893065136 cites W2088808945 @default.
- W2893065136 cites W2091537466 @default.
- W2893065136 cites W2094215346 @default.
- W2893065136 cites W2105651710 @default.
- W2893065136 cites W2108197465 @default.
- W2893065136 cites W2113462081 @default.
- W2893065136 cites W2116358656 @default.
- W2893065136 cites W2118703329 @default.
- W2893065136 cites W2135637024 @default.
- W2893065136 cites W2135668459 @default.
- W2893065136 cites W2148576478 @default.
- W2893065136 cites W2152870195 @default.
- W2893065136 cites W2163217332 @default.
- W2893065136 cites W2177323420 @default.
- W2893065136 cites W2184282709 @default.
- W2893065136 cites W2278818539 @default.
- W2893065136 cites W2313100752 @default.
- W2893065136 cites W2321850791 @default.
- W2893065136 cites W2330794920 @default.
- W2893065136 cites W2344252333 @default.
- W2893065136 cites W2436993013 @default.
- W2893065136 cites W2548234044 @default.
- W2893065136 cites W2564935928 @default.
- W2893065136 cites W2735800895 @default.
- W2893065136 cites W2737208254 @default.
- W2893065136 cites W2766902133 @default.
- W2893065136 cites W2774798102 @default.
- W2893065136 cites W2949205412 @default.
- W2893065136 cites W2949599406 @default.
- W2893065136 cites W2952744911 @default.
- W2893065136 doi "https://doi.org/10.1016/j.tet.2018.09.052" @default.
- W2893065136 hasPublicationYear "2018" @default.
- W2893065136 type Work @default.
- W2893065136 sameAs 2893065136 @default.
- W2893065136 citedByCount "7" @default.
- W2893065136 countsByYear W28930651362019 @default.
- W2893065136 countsByYear W28930651362020 @default.
- W2893065136 countsByYear W28930651362021 @default.
- W2893065136 countsByYear W28930651362022 @default.
- W2893065136 crossrefType "journal-article" @default.
- W2893065136 hasAuthorship W2893065136A5038582435 @default.
- W2893065136 hasAuthorship W2893065136A5046507710 @default.
- W2893065136 hasAuthorship W2893065136A5064042561 @default.
- W2893065136 hasAuthorship W2893065136A5068154195 @default.
- W2893065136 hasAuthorship W2893065136A5089077643 @default.
- W2893065136 hasConcept C134121241 @default.
- W2893065136 hasConcept C146686406 @default.
- W2893065136 hasConcept C155647269 @default.
- W2893065136 hasConcept C161790260 @default.
- W2893065136 hasConcept C178790620 @default.
- W2893065136 hasConcept C185592680 @default.
- W2893065136 hasConcept C191897082 @default.