Intramolecular Michael Reaction Brought to you by the Organic Reactions Wiki, the online collection of organic reactions Jump to: navigation , search A highly diastereoselective intramolecular oxa-Michael reaction on α,β-unsaturated α-amino-δ-hydroxycarboxylic acid esters is presented; 1,3-dioxanes functionalized in positions 2,4 and 6 were obtained in good yields and with excellent selectivities; an experimental and computational study was carried out to understand the reaction course in terms of yields and selectivities. Maestro † ∥ Pablo Barrio * ‡ These reactions occur for 1,6‑ and 1,7‑diesters, as these substances result in the formation of compounds containing five‑ and six‑membered rings, respectively.

Plausible reaction mechanism in the presence of M(OTf)2. Iron(III) chloride hexahydrate is an efficient catalytic system for seven-membered carboannulation by intramolecular Michael reaction of a cyclic oxoester with a vinyl ketone moiety. Recent Developments of Oxy-Michael Reaction and Applications in Natural Product Synthesis Yang Wang 22-10-2015 LSPN Seminar Summary and Outlook Perhaps the best known of these is the Robinson an- ... Yamada’s synthesis, an intramolecular Michael addition, is fre-quently used to build complex ring systems.

The intramolecular Michael reaction again formed the subject of publications appearing in 1951, 1957, and 1962.

During the 1960s, comparatively little study or use of the reaction was reported. The michael acceptor and donor combine to form a 1,5 dicarbonyl compound. Recent Developments of Oxy-Michael Reaction and Applications in Natural Product Synthesis Yang Wang 22-10-2015 LSPN Seminar Summary and Outlook Outline 2 Asymmetric Oxy-Michael Reaction Applications in Natural Product Synthesis General Protocols Introduction Asymmetric Oxy-Michael Reaction. * The Michael reaction is the conjugate 1,4-addition of a resonance stabilized carbanion (michael donor) to an activated α,β-unsaturated compound (michael acceptor). The Michael reaction is also used in tandem with other re-actions. A convenient synthesis of benzyl-γ-butyrolactone derivatives via intramolecular Michael addition reaction of nitro-substituted aryl allyl β-ketocarboxylates is reported.
Chem./Chem.-Ztg. The method features simple operation, mild reaction conditions and high efficiency. A convenient synthesis of benzyl-γ-butyrolactone derivatives via intramolecular Michael addition reaction of nitro-substituted aryl allyl β-ketocarboxylates is reported.

Intramolecular oxa-Michael addition of (E)-1-aryl-4-hydroxy-4-methylpent-1-en-3-ones To evaluate the scope of the intramolecular oxa-Michael addition, substrates with different steric property and electron property have been investigated using TfOH as the catalyst under the A notable and historically significant exception, however, was Corey's use of it in a total synthesis of longifolene. Three ε-hydroxy α,β-unsaturated ketones 1, 2, and 3 and one ester 4 were cyclized in 5-exo-trigonal fashion to afford 2,5-disubstituted tetrahydrofurans in good yields.

Michael brings the rings: An asymmetric intramolecular oxa‐Michael reaction involving iminium activation has been developed.This reaction provides enantioenriched 1,4‐dioxane derivatives with up to 99 % yield and 98 % ee. A convenient synthesis of benzyl-γ-butyrolactone derivatives via intramolecular Michael addition reaction of nitro-substituted aryl allyl β-ketocarboxylates is reported. To access a ChemInform Abstract, please click on HTML or … The desired direct intramolecular asymmetric vinylogous Michael reaction of linear allylic esters is realized in high efficiency and enantioselectivity with the synergistic catalytic system.
Study Notes. The method features simple operation, mild reaction conditions and high efficiency. 198,199 This reaction can give up to three consecutive chiral centers and a quaternary carbon attached to heteroatoms.

A highly diastereoselective intramolecular oxa-Michael reaction on α,β-unsaturated α-amino-δ-hydroxycarboxylic acid esters is presented; 1,3-dioxanes functionalized in positions 2,4 and 6 were obtained in good yields and with excellent selectivities; an experimental and computational study was carried out to understand the reaction course in terms of yields and selectivities.