A process to achieve 1,2‐metalate rearrangements of indole boronate as a way to access substituted indolines in high diastereoselectivities is presented. The reaction involves the generation of a Cu–allenylidene, which is sufficiently electrophilic to induce the 1,2‐metalate rearrangement. The scope of the reaction is evaluated as well as further transformations of the product.
Allenylidene Induced 1,2‐Metalate Rearrangement of Indole‐Boronates: Diastereoselective Access to Highly Substituted Indolines
A process to achieve 1,2‐metalate rearrangements of indole boronate as a way to access substituted indolines in high diastereoselectivities is presented. The reaction involves the generation of a Cu–allenylidene, which is sufficiently electrophilic to induce the 1,2‐metalate rearrangement. The scope of the reaction is evaluated as well as further transformations of the product.
more » « less- PAR ID:
- 10223318
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Angewandte Chemie International Edition
- Volume:
- 60
- Issue:
- 22
- ISSN:
- 1433-7851
- Page Range / eLocation ID:
- p. 12366-12370
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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