Studies Towards Asymmetric Total Synthesis of Populene D

Studies Towards Asymmetric Total Synthesis of Populene D

Ishikawa, Eloisa E.; Jr., Luiz F. Silva

Abstract:

Populene D (Figure 1) was isolated from the trunk of Thespesia populnea, as optically active, however its absolute configuration has not been assigned. Some biological activity tests were carried out with this compound and amongst, the activity against cervical cancer (HeLa) must be highlighted (IC50=0,95 g/mL). The synthesis of this natural product has not been reported. Herein, we show studies towards the asymmetric total synthesis of populene D, using as the key step an iodine-catalyzed Prins cyclization reaction (Figure 1).

Populene D (Figure 1) was isolated from the trunk of Thespesia populnea, as optically active, however its absolute configuration has not been assigned. Some biological activity tests were carried out with this compound and amongst, the activity against cervical cancer (HeLa) must be highlighted (IC50=0,95 g/mL). The synthesis of this natural product has not been reported. Herein, we show studies towards the asymmetric total synthesis of populene D, using as the key step an iodine-catalyzed Prins cyclization reaction (Figure 1).

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013913144428

Referências bibliográficas

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Como citar:

Ishikawa, Eloisa E.; Jr., Luiz F. Silva; "Studies Towards Asymmetric Total Synthesis of Populene D", p-230-230. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013913144428