Intramolecular cyclopropanation of unsaturated terminal epoxides and chlorohydrins.

Intramolecular cyclopropanation of unsaturated terminal epoxides and chlorohydrins.

Lithium 2,2,6,6-tetramethylpiperidide (LTMP)-induced intramolecular cyclopropanation of unsaturated terminal epoxides provides an efficient and completely stereoselective entry to bicyclo[3.1.0]hexan-2-ols and bicyclo[4.1.0]heptan-2-ols. Further elaboration of C-5 and C-6 stannyl-substituted bicyclo...

Full description

Bibliographic Details
Main Authors:	Hodgson, D, Chung, Y, Nuzzo, I, Freixas, G, Kulikiewicz, K, Cleator, E, Paris, J
Format:	Journal article
Language:	English
Published:	2007

Similar Items

Intramolecular cyclopropanation of epichlorohydrin-derived unsaturated chlorohydrins
by: Hodgson, D, et al.
Published: (2005)

Intramolecular cyclopropanation of unsaturated terminal epoxides.
by: Hodgson, D, et al.
Published: (2004)

Intramolecular cyclopropanation of unsaturated terminal aziridines.
by: Hodgson, D, et al.
Published: (2006)

Thieme Chemistry Journal Awardees - Where Are They Now? Synthesis of (-)-Cubebol by Intramolecular Cyclopropanation of a Terminal Epoxide
by: Hodgson, D, et al.
Published: (2009)

Stereocontrolled syntheses of (-)-cubebol and (-)-10-epicubebol involving intramolecular cyclopropanation of alpha-lithiated epoxides.
by: Hodgson, D, et al.
Published: (2010)

Attempted synthesis of casbene by intramolecular cyclopropanation
by: Michael P. Doyle, et al.
Published: (2002-11-01)

Substituted epoxides by lithiation of terminal epoxides.
by: Hodgson, D, et al.
Published: (2004)

Silver-catalyzed direct conversion of epoxides into cyclopropanes using N-triftosylhydrazones
by: Linxuan Li, et al.
Published: (2024-03-01)

From Symmetric Glycerol Derivatives to Dissymmetric Chlorohydrins
by: Gemma Villorbina, et al.
Published: (2011-03-01)

Reactivity of Vinyl Epoxides/Oxetanes/Cyclopropanes toward Arynes: Access to Functionalized Phenanthrenes
by: Jiupeng Liu, et al.
Published: (2021-12-01)

Epoxydisilanes by direct double silylation of terminal epoxides
by: Hodgson, D, et al.
Published: (2004)

Deprotonation-electrophile trapping of terminal epoxides.
by: Hodgson, D, et al.
Published: (2005)

Unsaturated 1,2-amino alcohols from dihydropyrrole epoxides and organolithiums
by: Hodgson, D, et al.
Published: (2002)

Organolithium-induced synthesis of unsaturated diols from epoxides of dihydrofurans and dihydropyrans
by: Hodgson, D, et al.
Published: (2002)

Improved analysis of propylene oxide, propylene chlorohydrin and propylene bromohydrin
by: Hall, Wiley A., et al.
Published: (2018-11-01)

THE EFFECTS OF a-CHLOROHYDRIN ON THE GESTATION OF THE WISTAR RAT (Rattus norvegicus)
by: RAHMANIAH RAHMANIAH
Published: (2011-11-01)

THE EFFECTS OF a-CHLOROHYDRIN ON THE GESTATION OF THE WISTAR RAT (Rattus norvegicus)
by: RAHMANIAH, et al.
Published: (1999-01-01)

Organolithium-induced synthesis of acyclic unsaturated amino alcohols from epoxides of dihydropyrroles and tetrahydropyridines
by: Hodgson, D, et al.
Published: (2003)

First direct deprotonation-electrophile trapping of simple epoxides: synthesis of alpha,beta-epoxysilanes from terminal epoxides.
by: Hodgson, D, et al.
Published: (2001)

Enamines from terminal epoxides and hindered lithium amides.
by: Hodgson, D, et al.
Published: (2004)

Regioisomeric α-hydroxy chlorohydrins from the reaction of mucochloric acid and guanosine
by: Karel D. Klika, et al.
Published: (2006-06-01)

STEREOSELECTIVITY IN EPOXIDATION OF BETA-GAMMA-UNSATURATED CARBOXYLIC-ACIDS
by: Davies, S, et al.
Published: (1977)

Organolithium-induced enantioselective alkylative double ring-opening of epoxides: synthesis of enantioenriched unsaturated amino alcohols
by: Hodgson, D, et al.
Published: (2004)

Enantioselective alkylative double ring opening of epoxides: synthesis of enantioenriched unsaturated diols and amino alcohols.
by: Hodgson, D, et al.
Published: (2002)

Studies towards the synthesis of lindenene: Unexpected stereochemical outcome of an intramolecular cyclopropanation reaction and synthesis of (+/-)-epi-Lindenene and (+/-)-iso-Lindenene
by: Fenlon, T, et al.
Published: (2007)

Chiral epoxides by desymmetrizing deprotonation of meso-epoxides.
by: Hodgson, D, et al.
Published: (2002)

Catalytic enantioselective tandem carbonyl ylide formation-intramolecular cycloaddition with unsaturated alpha-diazo-beta,epsilon-diketo sulfones
by: Hodgson, D, et al.
Published: (2009)

Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks
by: Meriem K. Abderrezak, et al.
Published: (2015-10-01)

Asymmetric synthesis of alpha-alkylated aldehydes using terminal epoxide-derived chiral enamines.
by: Hodgson, D, et al.
Published: (2008)

One-pot cross-metathesis/tandem carbonyl ylide formation-intramolecular cycloaddition of an unsaturated 2-diazo-3,6-diketoester.
by: Hodgson, D, et al.
Published: (2006)

Oleic acid chlorohydrin, a new early biomarker for the prediction of acute pancreatitis severity in humans
by: Enrique de-Madaria, et al.
Published: (2018-01-01)

Enantioselective alkylative double ring-opening of epoxides derived from cyclic allylic ethers: synthesis of enantioenriched unsaturated diols.
by: Hodgson, D, et al.
Published: (2003)

A Computational Study on the Mechanism of Catalytic Cyclopropanation Reaction with Cobalt N-Confused Porphyrin: The Effects of Inner Carbon and Intramolecular Axial Ligand
by: Osamu Iwanaga, et al.
Published: (2022-10-01)

Alkenes from β-lithiooxyphosphonium ylides generated by trapping α-lithiated terminal epoxides with triphenylphosphine.
by: Hodgson, D, et al.
Published: (2012)

Catalytic enantioselective intramolecular oxa-Michael reaction to α,β-unsaturated esters and amides
by: Su, G, et al.
Published: (2023)

Asymmetric synthesis of cyclopropanes
by: Ambler, P
Published: (1988)

Enantioselective synthesis of epoxides by alpha-deprotonation--electrophile trapping of achiral epoxides.
by: Hodgson, D, et al.
Published: (2003)

Gold-catalyzed ethylene cyclopropanation
by: Silvia G. Rull, et al.
Published: (2019-01-01)

2-Ene-1,4-diols by dimerization of terminal epoxides using hindered lithium amides.
by: Hodgson, D, et al.
Published: (2005)

Alkenes from β-lithiooxyphosphonium ylides generated by trapping α-lithiated terminal epoxides with triphenylphosphine
by: David. M. Hodgson, et al.
Published: (2012-11-01)