Unknown

Dataset Information

0

Enantioselective Synthesis of the Cyclopiazonic Acid Family Using Sulfur Ylides.


ABSTRACT: A convergent, nine-step (LLS), enantioselective synthesis of ?-cyclopiazonic acid and related natural products is reported. The route features a)?an enantioselective aziridination of an imine with a chiral sulfur ylide; b)?a bioinspired (3+2)-cycloaddition of the aziridine onto an alkene; and c)?installation of the acetyltetramic acid by an unprecedented tandem carbonylative lactamization/N-O cleavage of a bromoisoxazole.

SUBMITTER: Zhurakovskyi O 

PROVIDER: S-EPMC5817397 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

altmetric image

Publications


A convergent, nine-step (LLS), enantioselective synthesis of α-cyclopiazonic acid and related natural products is reported. The route features a) an enantioselective aziridination of an imine with a chiral sulfur ylide; b) a bioinspired (3+2)-cycloaddition of the aziridine onto an alkene; and c) installation of the acetyltetramic acid by an unprecedented tandem carbonylative lactamization/N-O cleavage of a bromoisoxazole. ...[more]

Similar Datasets

| S-EPMC5420312 | biostudies-literature
| S-EPMC4004623 | biostudies-other
| S-EPMC5817241 | biostudies-literature
| S-EPMC7496544 | biostudies-literature
| S-EPMC3482163 | biostudies-literature
| S-EPMC7606806 | biostudies-literature
| S-EPMC3611964 | biostudies-literature
| S-EPMC4986999 | biostudies-literature
| S-EPMC7822858 | biostudies-literature
| S-EPMC1399452 | biostudies-literature