139622-45-0Relevant academic research and scientific papers
Facile preparation of methyl 5-aryl-4-hydroxyhex-2(E)-enoate, chiral synthon of bisabolane-type sesquiterpenes, based on lipase-catalyzed kinetic resolution and rearrangement of an aryl group
Fujii, Mikio,Yasuhara, Sumie,Akita, Hiroyuki
scheme or table, p. 1286 - 1294 (2009/10/17)
The lipase-catalyzed enantioselective acetylation of racemic methyl (4S*,5S*)-4-aryl-5-hydroxyhex-2(E)-enoates 1a-h was performed and efficient resolutions were achieved (E >400) by using CAL-B. After brosylation of the obtained opti
Solvolysis of (4,5)-anti-4-Aryl-5-tosyloxy-2(E)-hexenoate derivatives
Ono, Machiko,Ehara, Takeru,Yokoyama, Hirofumi,Ohtani, Nobuyoshi,Hoshino, Youko,Akita, Hiroyuki
, p. 1259 - 1265 (2007/10/03)
The solvolysis reaction of (4,5)-anti-4-aryl-5-tosyloxy-2(E)-hexenoates 4a-k gave (4,5)-anti-4-aryl-5-hydroxy-2(E)-hexenoates 2a-k and (4,5)-anti-5-aryl-4-hydroxy-2(E)-hexenoates 5a-k along with the complete inversion. This 1,2-aryl migration was induced
A facile chemoenzymatic route to optically active 4,5-disubstituted-2E-hexenoate derivatives. I
Akita,Umezawa,Takano,Ohyama,Matsukura,Oishi
, p. 55 - 63 (2007/10/02)
The reaction of (±) methyl 4,5-trans-epoxy-2E-hexenoate (2) with aromatic nucleophiles having an electron-donating group in the presence of BF3 · Et2O gave the 4,5-anti-5-hydroxy-4- or/and 2,5-anti-5-hydroxy-2-substituted products. T
A facile chemoenzymatic route to enantiomerically pure 4,5-disubstituted-2-hexenoae derivatives
Akita,Umezawa,Takano,Matsukura,Oishi
, p. 3094 - 3096 (2007/10/02)
The reaction of 4,5-epoxy-2-hexenoate 2 and various nucleophiles in the presence of BF3.Et2O predominantly gave the (4,5)-5-hydroxy-4-substituted compounds. Among them, (±)-(4,5)-anti-5-hydroxy-4-thiophenoxy ester 17 was enantioselec
