Chemical Communications

Asymmetric total synthesis of martinelline and martinellic acid

S Ikeda, M Shibuya, Y Iwabuchi

Index: Ikeda, Shuhei; Shibuya, Masatoshi; Iwabuchi, Yoshiharu Chemical Communications, 2007 , # 5 p. 504 - 506

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Citation Number: 4

Abstract

Our initial plan revolved around an intramolecular hetero-Diels–Alder (h-DA) reaction of ortho-azaxylylene 4, which could potentially be generated in situ from (E)-imine 3, with the aim of setting all three stereocenters of 1 and 2 in one step (Scheme 1). However, as pointed out by Aubé's group, the realization of a h-DA reaction via an ortho-azaxylylene using 3 (R 2 = alkyl or H, R 3 = H) has been suspended. 3g,5 We designed imine 7, which has an ...