Lycopodium alkaloids, cemuane-type

Fig. 8 Divergent strategy for the total syntheses of cemuane-type and quinolizidine-type Lycopodium alkaloids...

Morita H, Hirasawa Y, Shinzato T, Kobayashi J (2004) New phlegmarane-type, cemuane-type, and quinolizidine alkaloids from two species of Lycopodium. Tetrahedron 60 7015-7023... [Pg.30]

Nishikawa Y, Kitajima M, Kogure N, Takayama H (2009) A divergent approach for the total syntheses of cemuane-type and quinolizidine-type Lycopodium alkaloids. Tetrahedron 65 1608-1617... [Pg.31]

Nishikawa Y, Kitajima M, Takayama H (2008) First Asymmetric Total Syntheses of Cemuane-Type Lycopodium Alkaloids, Cemuine, and Comizine D. Org Lett 10 1987... [Pg.220]

Finally, the first total syntheses of two cemuane-type Lycopodium alkaloids, ( )-cernuine and (+)-cermizine D, reported by Takayama et al., included as a key step a L-proline-catalysed amination of an aldehyde derived from (+)-citronellal. As shown in Scheme 4.4, this amination performed with dibenzyl azodicarboxylate, followed by an in-situ reduction with NaBH4 and treatment of the resulting mixture with K2CO3, furnished the expected oxazolidinone in a high yield and a good diastereoselectivity. [Pg.152]

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