- Deconjugative α-Alkylation of Cyclohexenecarboxaldehydes: An Access to Diverse Terpenoids
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A general and efficient method for the deconjugative α-alkylation of α,β-unsaturated aldehydes promoted by a synergistic effect between tBuOK and NaH, which considerably increases the reaction rate under mild conditions, is reported. The β,γ-unsaturated aldehyde, resulting from the α-alkylation, is transformed in high yield into the corresponding allyl acetate via a lead(IV) acetate-mediated oxidative fragmentation. This strategy could be used for the construction of the carbon skeleton of a wide variety of alkyl or arylterpenoids.
- Chahboun, Rachid,Botubol-Ares, José Manuel,Durán-Pe?a, María Jesús,Jiménez, Fermín,Alvarez-Manzaneda, Ramón,Alvarez-Manzaneda, Enrique
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p. 8742 - 8754
(2021/07/19)
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- Investigation of Mn(III)-based oxidative free radical cyclization reactions toward the synthesis of triptolide: The effects of lanthanide triflates and substituents on stereoselectivity
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Mn(III)-mediated oxidative free radical cyclization reactions are useful for construction of polycyclic compounds. In the total synthesis of triptolide (3) and its related compounds, construction of tricyclic skeletons 4 and 5 was achieved by the Mn(OAc)
- Yang, Dan,Ye, Xiang-Yang,Xu, Ming,Pang, Kwan-Wah,Cheung, Kung-Kai
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p. 1658 - 1663
(2007/10/03)
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