AI Article Synopsis
- Two new catalytic asymmetric reactions involving aldehydes and allyl phosphonate/sulfone were discovered, achieving good to high yields.
- The bulky ligand (R)-DTBM-SEGPHOS played a crucial role in controlling both the regioselectivity and enantioselectivity of the reactions.
- This method enabled further transformations of the vinylogous products and showed potential for use in the asymmetric synthesis of natural products.
Article Abstract
Two catalytic asymmetric vinylogous aldol-type reactions of aldehydes with allyl phosphonate and allyl sulfone have been uncovered in good to high yields for the first time. The bulky ligand-(R)-DTBM-SEGPHOS-was found to be the key to perfectly control both regio- and enantioselectivities. Transformations of the vinylogous products (including Horner-Wadsworth-Emmons and Julia olefinations) were successfully realized by virtue of the phosphonate and sulfone moieties. Moreover, the present methodology was successfully applied in the asymmetric synthesis of natural products.
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Source |
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6443912 | PMC |
| http://dx.doi.org/10.1016/j.isci.2019.03.010 | DOI Listing |
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