Organic Chemistry

Synthetic applications of photochemical decarbonylation of oxetanone and azetidinone

Authors

Abstract

Previously unexplored decarbonylative photochemistry of 3-oxetanone and N-Boc-3- azetidinone is described. Dipoles derived from both compounds undergo [3+2] cycloaddition with a variety of alkenes to produce substituted tetrahydrofurans and pyrrolidines, respectively. The reaction has a sufficiently wide scope to produce scaffolds that were either previously inaccessible or difficult to synthesize, thereby providing experimental access to new chemical space.

Content

Thumbnail image of ylides.pdf

Supplementary material

Thumbnail image of supporting_information_1_3_dipolar_cycloaddition-compressed.pdf
Synthetic applications of photochemical decarbonylation of oxetanone and azetidinone. Supporting Information
Supporting information, experimental details, spectral characterization.

Supplementary weblinks

GitHub page
GitHub page with code and other computational resources.