Tetrahedron

Total synthesis of optically active integerrimine, a twelve-membered dilactonic pyrrolizidine alkaloid of retronecine type

H Niwa, Y Miyachi, O Okamoto, Y Uosaki, A Kuroda…

Index: Niwa, Haruki; Miyachi, Yasuyoshi; Okamoto, Osamu; Uosaki, Youichi; Kuroda, Akio; et al. Tetrahedron, 1992 , vol. 48, # 3 p. 393 - 412

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Citation Number: 30

Abstract

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).