249537-15-3Relevant academic research and scientific papers
A short formal total synthesis of (±)-hirsutic acid
Revol, Guillaume,Fuchs, Christian,Zard, Samir Z.
, p. 927 - 931 (2013/02/22)
A short formal total synthesis of (±)-hirsutic acid is described using a Claisen rearrangement and a radical cascade as the key steps. The radical sequence involves an intermolecular addition of a radical derived from a xanthate followed by a cyclization and transfer of the xanthate group.
Stereoselective synthesis of 4'-α-alkylcarbovir derivatives based on an asymmetric synthesis or chemoenzymatic procedure
Kato, Keisuke,Suzuki, Hisaki,Tanaka, Hiromichi,Miyasaka, Tadashi,Baba, Masanori,Yamaguchi, Kentaro,Akita, Hiroyuki
, p. 1256 - 1264 (2007/10/03)
Stereoselective synthesis of 4'-α-alkylcarbovir derivatives 4 was described based on asymmetric synthesis or a chemoenzymatic procedure. The asymmetric alkylation of chiral acetal 7 gave the alkylated enol ethers 9a - c possessing a chiral quaternary carbon. The key carbocyclic intermediates 14a - c were synthesized from 9a - c via eleven-steps. Coupling of 14a - c with 2-amino-6-chloropurine followed by desilylation and subsequent hydrolysis afforded the target compounds 4a - c in moderate yield. The optically active cyclopentene intermediates 5a - c and 6a - c were also prepared by enzymatic resolution of (±)-5a - c and (±)-6a - c, respectively.
Enantio- and diastereoselective synthesis of 4'-α-substituted carbocyclic nucleosides
Kato, Keisuke,Suzuki, Hisaki,Tanaka, Hiromichi,Miyasaka, Tadashi
, p. 911 - 914 (2007/10/03)
Enantio- and diastereoselective synthesis of 4-α-alkylcarbovir derivatives 5 were achieved based on Sakai's asymmetric alkylation of β- keto esters. The key carbocyclic intermediate 14 was synthesized from 8 via an eleven-step sequence. Coupling of 14 with 2-amino-6-chloropurine followed by desilylation and subsequent hydrolysis gave the target compounds 5 in moderate yields.
