CHEMISTRY: Detour to Allylic Amines
نویسندگان
چکیده
منابع مشابه
Catalytic asymmetric rearrangement of allylic N-aryl trifluoroacetimidates. A useful method for transforming prochiral allylic alcohols to chiral allylic amines.
[reaction: see text] A useful method for the conversion of prochiral allylic alcohols to chiral allylic amines of high enantiopurity is reported. N-(4-Methoxyphenyl)trifluoroacetimidates are excellent substrates for the palladium(II)-catalyzed allylic imidate rearrangement as the allylic trifluoroacetamide products can be deprotected in two steps to provide chiral nonracemic allylic amines. Di-...
متن کاملKinetic resolution of primary allylic amines via palladium-catalyzed asymmetric allylic alkylation of malononitriles.
A range of primary allylic amines were resolved with selectivity factors of up to 491 through [Pd(allyl)Cl]2/(S)-BINAP-catalyzed and mesitylsulfonyl hydrazide-accelerated asymmetric allylic alkylation of malononitriles involving enantioselective C-N bond cleavage under aerobic conditions. Moreover, the reaction proved useful for the asymmetric synthesis of α-branched allyl-substituted malononit...
متن کاملHeterocyclic amines: chemistry and health.
Heterocyclic amines (HAs) occur at the ppb range in foods. Most of them demonstrate potent mutagenicity in bacteria mutagenicity test, and some of them have been classified by the International Agency for Research on Cancer as probable/possible human carcinogens. Their capability of formation even during ordinary cooking practices implies frequent exposure by the general public. Over the past 3...
متن کاملCatalytic stereospecific alkylation of malononitriles with enantioenriched primary allylic amines.
An unprecedented alkylation reaction of malononitriles with enantioenriched primary allylic amines has been developed in a stereospecific manner through palladium-catalyzed sp(3) C-N bond cleavage without additives at room temperature.
متن کاملNon-enzymatic acylative kinetic resolution of primary allylic amines.
A non-enzymatic acetyl transfer-based kinetic resolution of primary allylic amines is reported. The process involves the use of (1S,2S)- in conjunction with a supported ammonium salt and affords the corresponding enantio-enriched N-acetylated allylic amines with unprecedented levels of selectivity (s-factors up to 34).
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ژورنال
عنوان ژورنال: Science
سال: 2007
ISSN: 0036-8075,1095-9203
DOI: 10.1126/science.316.5833.1814b