Application of Ni/Zr-Mediated Ketone Coupling for the Scalable Synthesis of Homohalichondrin B
A practical and improved synthetic route for the scalable synthesis of homohalichondrin B has been developed. Formation of the highly stereoselective [6,6]-spiroskeleton system through a convergent Ni/Zr-mediated ketone coupling, followed by acid-promoted spiroketalization, simplified the route considerably. Higher coupling efficiency was achieved by fine-tuning the Ni<sup>I</sup>/Ni<sup>II</sup> (1:50) catalyst loadings with an equimolar (1:1) mixture of coupling partners.
Authors
- Yoshito Kishi (ORCID: https://orcid.org/0000-0001-5612-350X)
- Ramagonolla Kranthikumar (ORCID: https://orcid.org/0000-0002-4517-2143)
Institutions
- Harvard University (US)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-08-19
- DOI
- https://doi.org/10.1021/acs.orglett.4c02297
- Citations
- 1
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.25