Unknown

Dataset Information

0

Catalytic Asymmetric Formal Total Synthesis of (-)-Triptophenolide and (+)-Triptolide.


ABSTRACT: Catalytic asymmetric formal synthesis of (-)-Triptophenolide and (+)-Triptolide have been achieved. Key reaction involves Palladium catalyzed asymmetric conjugate addition of aryl boronic acid to 3-methyl cyclohexe-1-none to form quaternary carbon. Claisen rearrangement and subsequent aldol reaction furnished trans-decaline key intermediate, which assured a formal total synthesis of (-)-Triptophenolide and (+)-Triptolide.

SUBMITTER: Xu WD 

PROVIDER: S-EPMC5385656 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature

altmetric image

Publications

Catalytic Asymmetric Formal Total Synthesis of (-)-Triptophenolide and (+)-Triptolide.

Xu Wen-Dan WD   Li Liang-Qun LQ   Li Ming-Ming MM   Geng Hui-Chun HC   Qin Hong-Bo HB  

Natural products and bioprospecting 20160420 3


Catalytic asymmetric formal synthesis of (-)-Triptophenolide and (+)-Triptolide have been achieved. Key reaction involves Palladium catalyzed asymmetric conjugate addition of aryl boronic acid to 3-methyl cyclohexe-1-none to form quaternary carbon. Claisen rearrangement and subsequent aldol reaction furnished trans-decaline key intermediate, which assured a formal total synthesis of (-)-Triptophenolide and (+)-Triptolide. ...[more]

Similar Datasets

| S-EPMC4685892 | biostudies-literature
| S-EPMC3045637 | biostudies-literature
| S-EPMC4251524 | biostudies-literature
| S-EPMC4920546 | biostudies-literature
| S-EPMC2533138 | biostudies-literature
| S-EPMC7021545 | biostudies-literature
| S-EPMC2438403 | biostudies-literature
| S-EPMC9297687 | biostudies-literature
| S-EPMC3092486 | biostudies-literature