An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation
نویسندگان
چکیده
منابع مشابه
Rhodium-Catalyzed, Enantioselective Hydroacylation of ortho-Allylbenzaldehydes.
The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]2, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways. These rhodium-catalyzed processes gener...
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The rhodium(III)-catalyzed hydroarylation of internal alkynes is described. Good yields are obtained for a variety of alkynes, and excellent regioselectivity is observed for unsymmetrically substituted alkynes. The reaction also gives good yields for a range of arenes. Preliminary mechanistic investigations suggest that this reaction proceeds through arene metalation with the cationic rhodium c...
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Asymmetric intermolecular hydroacylation between salicylaldehyde (1) and 1,5-hexadiene (2) using a combination of [RhCl(C(8)H(14))(2)](2) (0.10 eq), (S)-BINAP (0.10 eq), and ZnBr(2) (0.20 eq) afforded an enantiomerically enriched hydroacylated product iso-3 of 84% ee, along with an achiral product normal-3.
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Alkene and alkyne hydroacylation reactions are archetypal examples of simple addition processes that display excellent atom economy. Both reactions result in the formation of a new C C bond and deliver synthetically useful carbonylcontaining products. In recent years, there has been considerable interest in converting these processes into synthetically useful transformations. Transition-metal-c...
متن کاملTraceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
A one-pot three-step sequence involving Rh-catalyzed alkene hydroacylation, sulfide elimination and Rh-catalyzed aryl boronic acid conjugate addition gave products of traceless chelation-controlled hydroacylation employing alkyl aldehydes. The stereodefined β-aryl ketones were obtained in good yields with excellent control of enantioselectivity. Good variation of all three reaction components i...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2018
ISSN: 0040-4020
DOI: 10.1016/j.tet.2018.04.068