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. 2009 Nov 20;74(22):8675-80.
doi: 10.1021/jo9018182.

Asymmetric total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z

Tomoyuki Tanaka  1 , Noriyuki Kogure, Mariko Kitajima, Hiromitsu Takayama
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Asymmetric total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z

Tomoyuki Tanaka et al. J Org Chem. .

Abstract

The total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z, were accomplished starting from (R)-3-methylcyclohexanone via Pd-catalyzed Suzuki-Miyaura coupling, Johnson-Claisen rearrangement, stereoselective hydroboration-oxidation reaction, and Mitsunobu reaction, thereby establishing the structures including the absolute configuration.

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