Acetylenes react with bis(pyridine)iodo(I) tetrafluoroborate (1) in the presence of a wide variety of nucleophiles (F,Cl,Br,I,SCN,pyridine,OAc,anisole,H) to give 1,2iodofunctionalized olefins (4).
Addition of a methylcopper complex to acetylenes. Synthesis of trisubstituted olefins
β Scribed by Anthony Marfat; Paul R. McGuirk; Paul Helquist
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 295 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Because of the widespread occurrence of the trisubstituted olefin unit in many classes of naturally occurring compounds, the synthesis of these olefins has received considerable
π SIMILAR VOLUMES
The addition of alkylcopper complexes to acetylenes (equation l), originally developed by Normantl and later investigated by Westmijze, 2 is a very useful approach to the synthesis of olefins. More recently we3 and others4 have modified this reaction through use of
Allenoxyborinates, easily generated via the 1,4-addition of dicyclohexylborane to a,~acetylenic ketones, react in situ with excess starting ketone to afford stereodefined, functionalized trisubstituted olefins in high yields.