Chemical Communications

Enantiospecific synthesis of (+)-and (–)-trachelanthic acids via asymmetric dihydroxylation and their conversion to the pyrrolizidine alkaloids indicine and intermedine

M Nambu, JD White

Index: Nambu, Mitch; White, James D. Chemical Communications, 1996 , # 14 p. 1619 - 1620

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Citation Number: 7

Abstract

Asymmetric dihydroxylation of (E)-ethyl 2-isopropylbut-2-enoate with AD-mix-α and AD-mix- β, followed by saponification, gives (–)-and (+)-trachelanthic acids, respectively, which are each coupled via their acetonides with (+)-retronecine to yield the pyrrolizidine alkaloids indicine and intermedine.