Allene chemistry
نویسنده
چکیده
Allenes: The changing landscape of Csp As organic chemists, we continually search for transformations to produce compounds in increasingly efficient and expedient ways, and to synthesize new compounds possessing interesting properties. One particularly appealing strategy is to exploit underutilized functional groups. By using this strategy, novel arrays of atoms that were previously unattainable are made possible. There are hurdles to overcome with this approach, that include, but are not limited to, an incomplete understanding of functional group compatibility issues that may arise during their preparation and/or that may be caused by their presence in subsequent reactions. The focus of this Thematic Series of the Beilstein Journal of Organic Chemistry is allenes, which even after decades of use can still be classified as an underutilized functional group. However, great advances in the chemistry of allenes have been made since the time when they were thought to be, “difficult to prepare and very reactive, and not commonly encountered ...” [1].
منابع مشابه
Effect of steric bulk on the absolute reactivity of allene oxides.
Alpha-alkyl substituted fluorenylidene allene oxides were generated photochemically from appropriately substituted fluorenol derivatives in 2,2,2-trifluoroethanol (TFE) in order to assess the affect of steric bulk on the absolute reactivity of the allene oxides. The absolute reactivities of the allene oxides were measured using nanosecond laser flash photolysis, and were found to change little ...
متن کاملExpression of concern: A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones.
Expression of concern for 'A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones' by Adán B. González-Pérez et al., Org. Biomol. Chem., 2014, 12, 7694-7701.
متن کاملMolecular cloning of allene oxide cyclase. The enzyme establishing the stereochemistry of octadecanoids and jasmonates.
Allene oxide cyclase (EC ) catalyzes the stereospecific cyclization of an unstable allene oxide to (9S,13S)-12-oxo-(10,15Z)-phytodienoic acid, the ultimate precursor of jasmonic acid. This dimeric enzyme has previously been purified, and two almost identical N-terminal peptides were found, suggesting allene oxide cyclase to be a homodimeric protein. Furthermore, the native protein was N-termina...
متن کاملSpecific adduction of plant lipid transfer protein by an allene oxide generated by 9-lipoxygenase and allene oxide synthase.
Lipid transfer proteins (LTPs) are ubiquitous plant lipid-binding proteins that have been associated with multiple developmental and stress responses. Although LTPs typically bind fatty acids and fatty acid derivatives in a non-covalent way, studies on the LTPs of barley seeds have identified an abundantly occurring covalently modified form, LTP1b, the lipid ligand of which has resisted clarifi...
متن کاملMild-condition synthesis of allenes from alkynes and aldehydes mediated by tetrahydroisoquinoline (THIQ).
A practical 1,2,3,4-tetrahydroisoquinoline (THIQ)-mediated synthesis of 1,3-disubstituted allenes from terminal alkynes and aldehydes under mild conditions in the presence of CuBr first and then ZnI2 was reported. This telescoped allene synthesis reaction includes three consecutive steps and two reactions: first, a room-temperature CuBr-catalyzed synthesis of propargylamines, exo-yne-THIQs, fro...
متن کاملA crossed molecular beams study of the reaction of the ethynyl radical ( C 2 H ( X 2 R + ) ) with allene ( H 2 CCCH 2 ( X 1 A 1 ) )
The crossed beams reaction of ground state ethynyl radicals, C2H(X S), with allene, H2CCCH2(X A1), was conducted under single collision conditions at a collision energy of 22.0 0.4 kJ mol. The center-of-mass functions were combined with earlier ab initio calculations and revealed that the reaction was barrier-less, proceeded via indirect reaction dynamics through an addition of the ethynyl radi...
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عنوان ژورنال:
دوره 7 شماره
صفحات -
تاریخ انتشار 2011