Origin of diastereocontrol in the oxy-Michael reactions of delta-lactol anions: a computational and experimental study.

Origin of diastereocontrol in the oxy-Michael reactions of delta-lactol anions: a computational and experimental study.

The diastereoselectivity in the alkylation and Michael addition of "naked" 6-substituted delta-lactolates has been studied by density functional (B3LYP) calculations with ab initio (MP2) energy refinements. The resulting proposed model for the origins of stereocontrol in this reaction has...

Πλήρης περιγραφή

Λεπτομέρειες βιβλιογραφικής εγγραφής
Κύριοι συγγραφείς:	Richardson, R, Hernandez-Juan, F, Ward, J, Dixon, D
Μορφή:	Journal article
Γλώσσα:	English
Έκδοση:	2008

Παρόμοια τεκμήρια

Highly diastereoselective oxy-Michael additions of enantiopure delta-lactol anions to nitroalkenes: asymmetric synthesis of 1,2-amino alcohols.
ανά: Adderley, N, κ.ά.
Έκδοση: (2003)

Short asymmetric syntheses of bioactive beta-aryl ethanolamine derivatives via the highly diastereoselective delta lactol oxy-Michael addition
ανά: Buchanan, D, κ.ά.
Έκδοση: (2004)

Anomeric oxygen to carbon rearrangements of alkynyl tributylstannane derivatives of furanyl (gamma)- and pyranyl (delta)-lactols.
ανά: Buffet, M, κ.ά.
Έκδοση: (2004)

Diastereocontrolled synthesis of hydroxylated lactams
ανά: Andrews, MD, κ.ά.
Έκδοση: (2002)

Allylation of lactol in water
ανά: Zheng, Mengxue, κ.ά.
Έκδοση: (2025)

6-methyl delta-lactol derived chiral glycine equivalents for the asymmetric synthesis of protected alpha-amino amides
ανά: Dixon, D, κ.ά.
Έκδοση: (2004)

Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters.
ανά: Buchanan, D, κ.ά.
Έκδοση: (2004)

Anomeric oxygen to carbon rearrangements of alkynyl tributylstannane derivatives of lactols.
ανά: Buffet, M, κ.ά.
Έκδοση: (1998)

A stereoselective oxy-Michael route to protected beta-aryl-beta-hydroxy-alpha-amino acids
ανά: Hernandez-Juan, F, κ.ά.
Έκδοση: (2006)

Diastereoselective anomeric oxygen to carbon rearrangements of silyl enol ether derivatives of lactols.
ανά: Dixon, D, κ.ά.
Έκδοση: (1998)

O-Substituted N-oxy arylsulphinamides and sulphonamides in Michael reactions
ανά: Vasco D. B. Bonifácio, κ.ά.
Έκδοση: (2011-10-01)

Rapid diastereocontrolled synthesis of 2,2,5-trisubstituted pyrrolidines.
ανά: Chandan, N, κ.ά.
Έκδοση: (2008)

CamTHP*OH: a camphor-derived delta-lactol auxiliary for the effective desymmetrization of attached glycinamide residues. Asymmetric synthesis of alpha-amino carbonyl compounds.
ανά: Dixon, D, κ.ά.
Έκδοση: (2004)

A stereoselective oxy-Michael approach to THP*-protected beta-hydroxy esters
ανά: Hernandez-Juan, F, κ.ά.
Έκδοση: (2005)

RADICAL AND ANIONIC MICHAEL CYCLIZATIONS OF SOME IODOLACTONES
ανά: Hsia, K, κ.ά.
Έκδοση: (1994)

Highly stereoselective oxy-michael additions to beta,gamma-unsaturated alpha-keto esters: rapid enantioselective synthesis of 3-hydroxybutenolides.
ανά: Xiong, X, κ.ά.
Έκδοση: (2008)

Formal Synthesis of (±)-Coriolin by Diastereocontrolled Nickel(0)-Catalyzed 'Metallo-ene-type' Cyclization/Methoxycarbonylation
ανά: Wolfgang Oppolzer, κ.ά.
Έκδοση: (1992-04-01)

Formal Synthesis of (±)-Coriolin by Diastereocontrolled Nickel(0)-Catalyzed 'Metallo-ene-type' Cyclization/Methoxycarbonylation
ανά: Wolfgang Oppolzer, κ.ά.
Έκδοση: (1992-04-01)

Ring contraction versus β-elimination in reactions of alkynyl-substituted bicyclic lactol esters with SmI2/Pd(0)
ανά: José M. Aurrecoechea, κ.ά.
Έκδοση: (2000-05-01)

FORMATION OF HIGHLY SUBSTITUTED CYCLOPENTANES FROM RADICAL AND ANIONIC MICHAEL CYCLIZATIONS OF ALPHA-IODO-GAMMA-LACTONES AND ALPHA-IODO-DELTA-LACTONES
ανά: Hsia, K, κ.ά.
Έκδοση: (1994)

Michael, Michael-aldol and Michael-Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives.
ανά: Ley, S, κ.ά.
Έκδοση: (2005)

A diastereocontrolled synthesis of perseitol using a dioxabicyclo[3.2.1]octane chiral building block
ανά: Kohei Kadota, κ.ά.
Έκδοση: (2003-08-01)

Highly stereoselective oxy-Michael additions to alpha,beta-disubstituted nitro olefins: asymmetric synthesis of pseudo-norephedrine derivatives and THP* protected alpha-hydroxy ketones.
ανά: Buchanan, D, κ.ά.
Έκδοση: (2004)

Copper-catalyzed aerobic C-C bond cleavage of lactols with N-hydroxy phthalimide for synthesis of lactones
ανά: Tnay, Ya Lin, κ.ά.
Έκδοση: (2015)

Diastereocontrolled synthesis of hetero- and carbocycles via manganese(III) and copper(II): towards a novel prostaglandin total synthesis
ανά: Docherty, P, κ.ά.
Έκδοση: (2008)

A Striking Exception to the Chelate Model for Acyclic Diastereocontrol: Efficient Access to a Versatile Propargyl Alcohol for Chemical Synthesis
ανά: Ronald J. Clark, κ.ά.
Έκδοση: (2009-12-01)

Diastereodivergent organocatalytic asymmetric vinylogous Michael reactions
ανά: Li, X, κ.ά.
Έκδοση: (2014)

The origins of Michael Dormer's donation
ανά: Galligan, FL
Έκδοση: (2021)

6C-butylglucoses from glucuronolactone: Suppression of silyl migration during borohydride reduction of lactols by cerium (III) chloride: Inhibition of phosphoglucomutase
ανά: Masaguer, C, κ.ά.
Έκδοση: (1997)

Oxy-fuel combustion : the NOx and coal ignition reactions /
ανά: Taniguchi, Masayuki, 1958- author, κ.ά.
Έκδοση: (c201)

Bifunctional iminophosphorane superbases: Potent organocatalysts for enantio- and diastereoselective Michael addition reactions
ανά: Farley, A, κ.ά.
Έκδοση: (2018)

Origins of Human Communication by Michael Tomasello
ανά: Alessandra Chiera
Έκδοση: (2014-12-01)

Structural Analysis of the Michael-Michael Ring Closure (MIMIRC) Reaction Products
ανά: Mabel M. Montenegro-Sustaita, κ.ά.
Έκδοση: (2022-04-01)

Bibliographic Research: oxy-reduction reactions according to mental models
ανά: Ângela Malvina Durand, κ.ά.
Έκδοση: (2020-12-01)

Heterogeneous Phases Reaction Equilibrium in an Oxy-Thermal Carbide Furnace
ανά: Wenjie Xiong, κ.ά.
Έκδοση: (2020-01-01)

Organocatalytic asymmertric reactions : aminoxylation, Michael and their tandem reactions
ανά: Chua, Pei Juan
Έκδοση: (2011)

Catalytic, enatioselective Michael addition reactions
ανά: S. C. Jha, κ.ά.
Έκδοση: (2002-09-01)

Catalytic enantioselective intramolecular oxa-Michael reaction to α,β-unsaturated esters and amides
ανά: Su, G, κ.ά.
Έκδοση: (2023)

Development and application of organocatalytic asymmetric michael reactions and domino reactions
ανά: Tan, Bin
Έκδοση: (2011)

Asymmetric Michael reaction catalyzed by mimicked peptides
ανά: Bayat, Saadi, κ.ά.
Έκδοση: (2014)