Published December 6, 2019 | Version Supplemental Material
Journal Article Open

Progress toward the Enantioselective Synthesis of Curcusones A–D via a Divinylcyclopropane Rearrangement Strategy

  • 1. ROR icon California Institute of Technology

Abstract

We report our iterative efforts toward the divergent total syntheses of curcusones A–D via Suzuki coupling, intramolecular cyclopropanation, and a key divinylcyclopropane rearrangement. Progress of our synthesis was repeatedly challenged by the highly substrate-dependent cyclopropanation step, which we could ultimately overcome by judicious choice of substituents on the six-membered ring fragment.

Additional Information

© 2019 American Chemical Society. Received: October 27, 2019. Publication Date:November 25, 2019. We thank NSF (CHE-1800511), Amgen, and Caltech for funding this research. Author Contributions: A.C.W. and C.W.L. contributed equally. The authors declare no competing financial interest.

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Additional details

Identifiers

Eprint ID
100047
DOI
10.1021/acs.orglett.9b03829
Resolver ID
CaltechAUTHORS:20191125-151328722

Related works

Funding

NSF
CHE-1800511
Amgen
Caltech

Dates

Created
2019-11-25
Created from EPrint's datestamp field
Updated
2021-11-16
Created from EPrint's last_modified field