Stereoselective Synthesis of (E)-1-Iodo-1-selenoalkenes via Hydroalumination—Iodination of 1-Alkynyl Selenides.
✍ Scribed by Carlos Perez-Balado; Fabio Lucaccioni; Istvan E. Marko
- Publisher
- John Wiley and Sons
- Year
- 2005
- Weight
- 15 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0931-7597
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📜 SIMILAR VOLUMES
## Abstract Hydromagnesiation of alkylarylacetylenes **1** in diethyl ether gave (__E__)‐α‐arylvinyl Grignard reagents **2**, which reacted with arylselenenyl bromides **3** in THF to afford stereoselectively (__E__)‐1,2‐disubstituted vinylic selenides **4** in good yields. © 2005 Wiley Periodicals
## Abstract The palladium‐catalyzed haloallylation of alkynes (I) in dichloromethane leads stereoselectively to (E)‐dihalodienes (III), whereas (Z)‐isomers (IV) are readily obtained by the same reaction in acetic acid in the presence of lithium halides.