Understanding the origins of remote asymmetric induction in the boron aldol reactions of beta-alkoxy methyl ketones.

Understanding the origins of remote asymmetric induction in the boron aldol reactions of beta-alkoxy methyl ketones.

We report theoretical studies into the remote 1,5-stereoinduction shown by certain types of beta-alkoxy methyl ketones in boron-mediated aldol reactions with achiral aldehydes. For a range of common alkoxy groups, our calculations are in excellent agreement with experimentally observed diastereosele...

Descrizione completa

Dettagli Bibliografici
Autori principali:	Paton, R, Goodman, J
Natura:	Journal article
Lingua:	English
Pubblicazione:	2006

Documenti analoghi

1,5-anti stereocontrol in the boron-mediated aldol reactions of beta-alkoxy methyl ketones: the role of the formyl hydrogen bond.
di: Paton, R, et al.
Pubblicazione: (2008)

Enantioselectivity in the boron aldol reactions of methyl ketones.
di: Goodman, J, et al.
Pubblicazione: (2007)

Alkylation and aldol reactions of acyl derivatives of N-1-(1 '-naphthyl)ethyl-O-tert-butylhydroxylamine: asymmetric synthesis of alpha-alkoxy-, alpha-substituted-beta-alkoxy- and alpha,beta-dialkoxyaldehydes
di: Chernega, A, et al.
Pubblicazione: (2010)

Indução assimétrica 1,5-Anti na adição de enolatos de boro de metilcetonas beta-oxigenadas a aldeídos 1,5-Asymmetric induction in the boron-mediated aldol reaction of beta-oxygenated methyl ketones
di: Luiz C. Dias, et al.
Pubblicazione: (2007-01-01)

Asymmetric cross-aldol reaction of isatin and ketones catalyzed by crude earthworm extract as efficient biocatalyst
di: Fatemeh Shams, et al.
Pubblicazione: (2020-07-01)

A stereoselective remote homochiral boronate ester-mediated aldol reaction
di: Richard J. Mears, et al.
Pubblicazione: (2005-11-01)

Asymmetric synthesis of aldol products derived from unsymmetrical ketones: assignment of the absolute configuration of antibody aldol products
di: Maggiotti, V, et al.
Pubblicazione: (2002)

Peptides as Asymmetric Catalysts for Aldol Reactions
di: Helma Wennemers
Pubblicazione: (2007-05-01)

Bimorpholines as Alternative Organocatalysts in Asymmetric Aldol Reactions
di: Kadri Kriis, et al.
Pubblicazione: (2007-05-01)

Unusual reversal of regioselectivity in antibody-mediated aldol additions with unsymmetrical methyl ketones
di: Maggiotti, V, et al.
Pubblicazione: (2004)

Halogeno Aldol Reaction of Ethyl Vinyl Ketone and Aldehydes Mediated by Titanium Tetrachloride
di: Guigen Li, et al.
Pubblicazione: (2000-12-01)

Asymmetric α-benzylation of cyclic ketones enabled by concurrent chemical aldol condensation and biocatalytic reduction
di: Yunting Liu, et al.
Pubblicazione: (2024-01-01)

An isatin aldol adduct as a precursor to α,α’-difunctionalized methyl vinyl ketones
di: Ajit Kumar Jha, et al.
Pubblicazione: (2022-01-01)

Amino Acylguanidines as Bioinspired Catalysts for the Asymmetric Aldol Reaction
di: Ciril Jimeno
Pubblicazione: (2021-02-01)

Decarboxylative ketone aldol reactions: development and mechanistic evaluation under metal-free conditions.
di: Blaquiere, N, et al.
Pubblicazione: (2009)

Bismuth Oxychloride as an Efficient Heterogeneous Catalyst for Aldol Condensation Reaction between Aldehydes and Ketones
di: Nguyen Thi Kim Oanh, et al.
Pubblicazione: (2023-07-01)

An efficient RuIII/BINAP catalytic system for the aldol reactions of ketones with various aldehydes
di: Khalil Tabatabaeian, et al.
Pubblicazione: (2010-06-01)

New chiral catalyts for the asymmetric Mukaiyama-type aldol reaction
di: Tempkin, Orin, 1967-
Pubblicazione: (2005)

Asymmetric aldol reactions catalyzed by the promiscuous aldo–ketoreductase enzyme
di: Bayat, Saadi, et al.
Pubblicazione: (2014)

Highly diastereoselective ketone aldol reactions of butane-2,3-diacetal desymmetrised glycolic acid
di: Dixon, D, et al.
Pubblicazione: (2002)

NHC-catalyzed regiodivergent transformations of Ynones with trifluoromethyl ketones: Aldol reaction or [3+2] annulation
di: Fangfang Lu, et al.
Pubblicazione: (2023-08-01)

Mechanistic insights into the catalytic asymmetric allylboration of ketones: Bronsted or Lewis acid activation?
di: Paton, R, et al.
Pubblicazione: (2009)

Modern aldol reactions /
di: Mahrwald, Rainer
Pubblicazione: (2004)

Various polar tripeptides as asymmetric organocatalyst in direct aldol reactions in aqueous media
di: Bayat, Saadi, et al.
Pubblicazione: (2013)

Efficient direct asymmetric aldol reactions in water using chiral diamide as organocatalysts
di: Benrzeil Hajar, et al.
Pubblicazione: (2025-01-01)

Chiral Imidazolium Prolinate Salts as Efficient Synzymatic Organocatalysts for the Asymmetric Aldol Reaction
di: Raúl Porcar, et al.
Pubblicazione: (2021-07-01)

Hydroxy-L-prolines as asymmetric catalysts for aldol, Michael addition and Mannich reactions
di: Loay Ahmed Al-Momani
Pubblicazione: (2012-02-01)

ASYMMETRIC ALDOL AND ALKYLATION REACTIONS MEDIATED BY THE QUAT CHIRAL AUXILIARY (R)-(-)-5-METHYL-3,3-DIMETHYL-2-PYRROLIDINONE
di: Davies, S, et al.
Pubblicazione: (1994)

One-step direct oxidation of fullerene-fused alkoxy ethers to ketones for evaporable fullerene derivatives
di: Hao-Sheng Lin, et al.
Pubblicazione: (2021-05-01)

Catalytic asymmetric synthesis of acyclic arrays by tandem 1,4-addition-aldol reactions.
di: Howell, G, et al.
Pubblicazione: (2006)

Self-Assembly of Amphiphilic Dipeptide with Homo- and Heterochiral Centers and Their Application in Asymmetric Aldol Reaction
di: Sudipto Bhowmick, et al.
Pubblicazione: (2018-07-01)

AN ASYMMETRIC-SYNTHESIS OF N-PROTECTED BETA-AMINO ALDEHYDES AND BETA-AMINO KETONES
di: Davies, S, et al.
Pubblicazione: (1995)

Amine functionalized MCM-41 as bronsted base catalyst in aldol condensation of aldehyde and ketone /
di: 300003 Mohd. Faisal Latib
Pubblicazione: (2006)

Double diastereoselective SuperQuat glycolate aldol reactions: application to the asymmetric synthesis of polyfunctionalised lactones.
di: Davies, S, et al.
Pubblicazione: (2004)

ImmobilisaIon of BINOL on magnetic Iron oxide particle as recyclable organocatalyst for asymmetric aldol reaction
di: Lee, Y.K., et al.
Pubblicazione: (2015)

Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions
di: Bayat, Saadi, et al.
Pubblicazione: (2014)

Improving enantioselectivity via rationally tuning electronic effect of catalysts in the organocatalytic asymmetric aldol reaction
di: Juanjuan Du, et al.
Pubblicazione: (2009-01-01)

A One-Pot Tandem Strategy in Catalytic Asymmetric Vinylogous Aldol Reaction of Homoallylic Alcohols
di: Xufeng Hou, et al.
Pubblicazione: (2016-06-01)

SYNTHESIS AND REACTIONS OF 3-ALKOXY-2H-AZIRINES
di: Ghosez, L, et al.
Pubblicazione: (1986)

Reductive aldol reactions on aromatic heterocycles
di: Donohoe, T, et al.
Pubblicazione: (2000)