Unknown

Dataset Information

0

Studies toward the synthesis of spirolides: assembly of the elaborated E-ring fragment.


ABSTRACT: A stereoselective synthesis of the spiroimine fragment of spirolide C is described. The congested C7 and C29 tertiary and quaternary centers are constructed by a diastereoselective Ireland-Claisen rearrangement. The E ring is completed by means of an aldol cyclocondensation. Additional studies were preformed on the advanced intermediate to probe a future coupling strategy.

SUBMITTER: Stivala CE 

PROVIDER: S-EPMC2756537 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature

altmetric image

Publications

Studies toward the synthesis of spirolides: assembly of the elaborated E-ring fragment.

Stivala Craig E CE   Zakarian Armen A  

Organic letters 20090201 4


A stereoselective synthesis of the spiroimine fragment of spirolide C is described. The congested C7 and C29 tertiary and quaternary centers are constructed by a diastereoselective Ireland-Claisen rearrangement. The E ring is completed by means of an aldol cyclocondensation. Additional studies were preformed on the advanced intermediate to probe a future coupling strategy. ...[more]

Similar Datasets

| S-EPMC3873160 | biostudies-literature
| S-EPMC4066915 | biostudies-literature
| S-EPMC3551984 | biostudies-literature
| S-EPMC3163483 | biostudies-literature
| S-EPMC4292782 | biostudies-literature
| S-EPMC4542023 | biostudies-literature
| S-EPMC3373731 | biostudies-literature
| S-EPMC7692061 | biostudies-literature
| S-EPMC4795151 | biostudies-literature
| S-EPMC2516405 | biostudies-literature