Unknown

Dataset Information

0

Total Synthesis and Structural Assignment of (-)-Fusaequisin A.


ABSTRACT: (-)-Fusaequisin A is an irregularly assembled polyketide isolated from the ascomycete Fusarium equiseti. Fusaequisin A shares a carbon backbone with curvicollide C from the ascomycete Podospora curvicolla but its absolute configuration remained hitherto unsettled. Herein, we document the total synthesis of (-)-fusaequisin A and its 4-O-desmethyl derivative following a central-to-lateral building block strategy. Catalytic asymmetric Claisen rearrangement, Julia-Kocienski olefination and olefin cross-metathesis served as key C/C-connecting transformations. The constitution and absolute configuration of (-)-fusaequisin A was deduced and the original structural assignment was adjusted.

SUBMITTER: Schmidt AC 

PROVIDER: S-EPMC9299783 | biostudies-literature |

REPOSITORIES: biostudies-literature

Similar Datasets

| S-EPMC5143229 | biostudies-literature
| S-EPMC8162944 | biostudies-literature
| S-EPMC3077036 | biostudies-literature
| S-EPMC6821584 | biostudies-literature
| S-EPMC5367015 | biostudies-literature
| S-EPMC3978410 | biostudies-literature
| S-EPMC2899681 | biostudies-literature
| S-EPMC2791109 | biostudies-literature
| S-EPMC2824046 | biostudies-literature
| S-EPMC8179035 | biostudies-literature