Ryu synlett 2007 59 62.
Ketone to vinyl iodide.
We considered using in situ generated vinyl boron ate complexes vi derived from enantioenriched boronic esters v and vinyllithium in a radical polar crossover reaction with various alkyl iodides and report herein that this key transformation followed by oxidation offers a new route to α chiral ketones.
They are commonly used in carbon carbon forming reactions in transition metal catalyzed cross coupling reactions such as stille reaction heck.
Such chiral moieties are widespread in natural products and the development of.
This reaction is relatively slow compared to the formation of the above equilibrium.
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A new method for preparation of vinyl iodides from ketones is described.
Synthesis of vinyl iodides from ketones koo lee and david f wier department of chemistry university of iowa iowa city iowa 52242 abstract.
Rate constants for the reaction over the temperature range 281 355 c fit the arrhenius equation.
Application of pho 3 p halogen based reagents allows the preparation of vinyl halides in good to excellent yields from enolizable ketones whereas aldehydes afforded the.
The use of catalytic amounts of copper iodide and trans n n dimethylcyclohexane 1 2 diamine in the presence of tetramethylammonium chloride or.
15 2433 2436 1993 0040 4039 93 6 00 00 printed in great britain perganton press ltd the reaction of vinyl phosphates with iodotrimethylsilane.
In organic chemistry a vinyl iodide also known as an iodoalkene functional group is an alkene with one or more iodide substituents.
Various ketones as the electrophiles react in a one pot three component coupling with an aluminum allenoate intermediate derived from ethyl propiolate and alluminium iodide to yield β iodo morita baylis hillman adducts with high yield and excellent z stereoselectivity.
Vinyl iodides are versatile molecules that serve as important building blocks and precursors in organic synthesis.
The ketone necessary for the hydrazone to vinyl iodide transformation was then the enone 2.