Unknown

Dataset Information

0

A modular and divergent approach to spirocyclic pyrrolidines.


ABSTRACT: An efficient three-step sequence to afford a valuable class of spirocyclic pyrrolidines is reported. A reductive cleavage/Horner-Wadsworth-Emmons cascade facilitates the spirocyclisation of a range of isoxazolines bearing a distal β-ketophosphonate. The spirocyclisation precursors are elaborated in a facile and modular fashion, via a [3 + 2]-cycloaddition followed by the condensation of a phosphonate ester, introducing multiple points of divergence. The synthetic utility of this protocol has been demonstrated in the synthesis of a broad family of 1-azaspiro[4,4]nonanes and in a concise formal synthesis of the natural product (±)-cephalotaxine.

SUBMITTER: Shennan BDA 

PROVIDER: S-EPMC8162384 | biostudies-literature |

REPOSITORIES: biostudies-literature

Similar Datasets

| S-EPMC6648774 | biostudies-literature
| S-EPMC3676279 | biostudies-literature
| S-EPMC4464157 | biostudies-literature
| S-EPMC4187035 | biostudies-literature
| S-EPMC3408613 | biostudies-literature
| S-EPMC4968401 | biostudies-literature
| S-EPMC7218747 | biostudies-literature
| S-EPMC8038343 | biostudies-literature
| S-EPMC3646009 | biostudies-literature
| S-EPMC4902044 | biostudies-literature