140385-63-3Relevant academic research and scientific papers
Total Synthesis of Optically Active Integerrimine, a Twelve-membered Dilactonic Pyrrolizidine Alkaloid of Retronecine Type
Niwa, Haruki,Miyachi, Yasuyoshi,Okamoto, Osamu,Uosaki, Youichi,Kuroda, Akio,et al.
, p. 393 - 412 (2007/10/02)
A total synthesis of the natural enantiomer of integerrimine (1), a twelve-membered dilactonic pyrrolizidine alkaloid of retronecine type has been achieved through the enantioselective synthesis and regioselective coupling of (+)-retronecine (4) and (+)-integerrinecic acid (methylthio)methyl ether (6).
TOTAL SYNTHESIS OF OPTICALLY ACTIVE INTEGERRIMINE, A TWELVE-MEMBERED DILACTONIC PYRROLIZIDINE ALKALOID OF RETRONECINE TYPE. II. ENANTIOSELECTIVE SYNTHESIS OF (+)-RETRONECINE
Niwa, Haruki,Miyachi, Yasuyoshi,Okamoto, Osamu,Uosaki, Youichi,Yamada, Kiyoyuki
, p. 4605 - 4608 (2007/10/02)
For the total synthesis of optically active integerrimine, the twelve-membered dilactonic pyrrolizidine alkaloid, the necine base component (+)-retronecine has been synthesized enantioselectively.
Enantioselective Synthesis of Seven Pyrrolizidine Diols from a Single Precursor
Chamberlin, A. Richard,Chung, John Y. L.
, p. 4425 - 4431 (2007/10/02)
The enantioselective synthesis of seven pyrrolizidine diols has been accomplished from a single, readily available intermediate.The key step of this general scheme involves an acetoxy-directed acyliminium ion-ketene dithioacetal cationic cyclization to gi
A CONVENIENT SYNTHESIS OF (+/-)-RETRONECINE
Niwa, Haruki,Kuroda, Akio,Yamada, Kiyoyuki
, p. 125 - 126 (2007/10/02)
Retronecine (1), the necine base of physiologically active pyrrolizidine alkaloids was synthesized in racemic form from ethyl 2,3,5,6-tetrahydro-1H-pyrrolizine-7-carboxylate (2) in five steps.
