Abstract
Copper-catalyzed γ-selective coupling between propargylic phosphates and alkylboron compounds (alkyl-9-BBN, prepared by hydroboration of alkenes with 9-BBN-H) affords multisubstituted allenes with various functional groups. The reaction of enantioenriched propargylic phosphates to give axially chiral allenes proceeds with excellent point-to-axial chirality transfer with 1,3-anti stereochemistry.
| Original language | English |
|---|---|
| Pages (from-to) | 6312-6315 |
| Number of pages | 4 |
| Journal | Organic letters |
| Volume | 13 |
| Issue number | 23 |
| DOIs | |
| Publication status | Published - Dec 2 2011 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Ohmiya, H., Yokobori, U., Makida, Y., & Sawamura, M. (2011). General approach to allenes through copper-catalyzed γ-selective and stereospecific coupling between propargylic phosphates and alkylboranes. Organic letters, 13(23), 6312-6315. https://doi.org/10.1021/ol202866h