Stereocontrolled Synthesis and Structural Revision of Plebeianiol A.

ABSTRACT: We report the structural revision via synthesis of the abietane diterpenoid plebeianiol A. The synthesis was accomplished by a short and convergent sequence that featured our previously established cobalt-catalyzed hydrogen-atom-transfer-induced radical bicyclization. We further connected plebeianiol A as the likely biogenetic precursor to another previously reported ether-bridged abietane. Finally, we demonstrated that the key cyclization event is efficient with the A-ring diol protected as two different cyclic acetals or in unprotected form.

SUBMITTER: Johnson LK 

PROVIDER: S-EPMC8766249 | biostudies-literature | 2021 Dec

REPOSITORIES: biostudies-literature