20357-65-7Relevant articles and documents
A flexible route to bioactive 6-alkyl-α-pyrones
Qu, Yang,Kraus, George A.
supporting information, p. 892 - 893 (2017/02/18)
Both 6-chloro-α-pyrones and 3-chlorobenzopyran-1-ones react with malonates followed by a double decarboalkoxylation to give the corresponding alkyl and alkenyl products.
Catalytic asymmetric diastereodivergent deracemization
Luparia, Marco,Oliveira, Maria Teresa,Audisio, Davide,Frebault, Frederic,Goddard, Richard,Maulide, Nuno
scheme or table, p. 12631 - 12635 (2012/02/15)
Your wish is my command: Deracemization is a powerful strategy wherein a racemate is converted into a 100 % yield of a single enantiopure product. A new concept in catalytic deracemization is presented, in which a racemate with n stereogenic elements can be selectively converted into each one of 2m (m=number of chiral centers of the product) different enantiopure products, by simple tuning of the reaction conditions. Copyright
First total synthesis of naturally occurring (-)-nitidon and its enantiomer
Bellina, Fabio,Carpita, Adriano,Mannocci, Luca,Rossi, Renzo
, p. 2610 - 2619 (2007/10/03)
The first total synthesis of naturally occurring (-)-nitidon and its enantiomer is reported. The best of the routes investigated for preparation of these enantiomerically pure compounds involves a modification of the Cadiot-Chodkiewicz reaction and the Sharpless asymmetric epoxidation of an (E)-2-ene-4,6-diyn-1-ol as key steps and proceeds in five steps and 18% overall yield. Both enantiomers of nitidon and some related 6-(1,3-diyn-1-yl)-2H-pyran- 2-ones have been found to exhibit significant cytotoxic activity against human cancer cell lines in vitro. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).
6-Chloro-2(2H)-pyranone: A new 2(2H)-pyranone synthon
Biagetti, Matteo,Bellina, Fabio,Carpita, Adriano,Rossi, Renzo
, p. 607 - 610 (2007/10/03)
6-Chloro-2(2H)-pyranone, which can be prepared in high yield from commercially available trans-glutaconic acid, undergoes facile Pd/Cu-catalyzed reaction with various 1-alkynes to give rise to the corresponding 6-(1-alkynyl)-2(2H)-pyranones in moderate to good yields. These last hitherto unknown compounds have been used as direct precursors to 6-alkyl- and 6-[(Z)-1-alkenyl]-2(2H)-pyranones.