DMAP-Catalyzed [4 + 2] Annulation of Hex-5-en-2-ynoates with Electron-Poor Alkenes.
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DOI: 10.1021/acs.orglett.4c03842
Abstract: Herein, we report a DMAP-catalyzed [4 + 2] annulation reaction of hex-5-en-2-ynoates 1 with electron-poor alkenes 2, which affords exocyclic olefinic cyclohexenes 3 in good yields and excellent regio-, diastereo-, and E/Z selectivities. Distinguished from… read more here.
Keywords: ynoates electron; poor alkenes; hex ynoates; electron poor ... See more keywords
Regiodivergent Synthesis Utilizing Alkyl Hex-5-en-2-ynoates and 3-Homoacyl Coumarins: Phenol-Mediated Controllable Phosphine-Catalyzed Michael and 1,7-Umpolung Addition.
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DOI: 10.1021/acs.orglett.5c04035
Abstract: We disclose a first example of regiodivergent addition between alkyl hex-5-en-2-ynoates and 3-homoacyl coumarins under phosphine catalysis, in which phenol serves as a decisive additive. This study demonstrates a phenol-mediated switchable pathway between Michael addition… read more here.
Keywords: michael; ynoates homoacyl; alkyl hex; hex ynoates ... See more keywords