Bio-inspired formal total synthesis of (±)-bisabosqual A

Du, Xuan-Xuan; Liu, Hainan; Wu, Yumeng; Tang, Yu

doi:10.1039/d2qo01697d

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2024

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Cited by 3 publications

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FeCl₃ Catalyzed Synthesis of cis‐Fused Reduced THC Analogues

Gurgone,

Adessi,

La‐Venia

et al. 2024

Eur J Org Chem

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Studies on a cycloisomerization reaction of 2‐prenylated‐2H‐pyrans towards cis‐fused tetrahydro‐6H‐benzo[c]chromene systems (reduced cis‐THC analogues) are reported. The transformation is catalyzed by iron chloride and proceeds with the formation of two new bonds and two stereocenters diastereoselectively. The same catalyst also promotes the formation of these products via a one‐pot tandem Knoevenagel condensation of 1,3‐cyclohexanediones and citral or farnesal aldehydes, followed by cycloisomerization establishing a direct assembly of this important scaffold.

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