The Peterson Reaction allows the preparation of alkenes from α-silylcarbanions. The variation in Wittig reaction stereochemistry is attributed to dominant kinetic control in nearly all cases.

The intermediate β-hydroxy silane may be isolated, and the elimination step - the Peterson Elimination - can be performed later. Myers Stereoselective Olefination Reactions: The Wittig Reaction Chem 115 Fan Liu Stabilized ylides are proposed to have a later and more product-like transition state with 1E thermodynamically favored over 1Z. The reaction is exothermic. It should not be confused with the Wittig rearrangement. This reaction is a very common method used in the organic synthesis of alkenes. the Wittig reaction was based on theoretical considerations implied by the reaction mechanism put forward by Wittig2"5. The effects of a scientific discovery on industrial practice are illustrated with reference to the Wittig reaction. Myers Stereoselective Olefination Reactions: The Wittig Reaction Chem 115 Fan Liu Stabilized ylides are proposed to have a later and more product-like transition state with 1E thermodynamically favored over 1Z.

4 THE WITTIG REACTION The Wittig reaction [4.1], involving a condensation-elimination between a phosphonium ylid and an aldehyde or ketone to form an olefin and a phosphine oxide, is named after Professor George Wittig of the University of Heidelberg.
Synthesis of Stilbene by the Wittig and Horner-Wadsworth-Emmons Reactions Important Concepts • Synthetic methods for making double bonds (olefins) • Phosphonium salt, ylide, phosphonate ester • Transition state controls Wittig stereochemistry (cis) • Ring closure controls Wadsworth-Emmons stereochemistry (trans) • cis-trans photoisomerization with iodine. Our results provide unequivocal support for the generally accepted mechanism and are in very good agreement with experimental selectivities. Historisches. This reaction is named for George Wittig who was awarded the Nobel prize for this work in 1979. One of the prime advantages of alkene synthesis is that the site of a double bond is precisely fixed in comparison to the mixtures of differently located double bonds formed by alcohol dehydration. Aldol condensations always result in “enones”, alkenes with a carbonyl attached. Peterson Olefination. It is widely used in organic synthesis for the preparation of alkenes. 5. Nov 2009.
An example of the Wittig Reaction is provided below. The Wittig reaction was discovered in 1954 by Georg Wittig, for which he was awarded the Nobel Prize in Chemistry in 1979. Die klassische Wittig – Reaktion.

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