Terminal aziridines by alpha-deprotonation/electrophile trapping of N-protected aziridine.

N-tert-Butylsulfonyl and N-tert-butylsulfinyl aziridine undergo alpha-lithiation/electrophile trapping providing a new entry to terminal aziridines. With N-tert-butylsulfinyl aziridine complete asymmetric induction is observed alpha to nitrogen.

Библиографические подробности
Главные авторы:	Hodgson, D, Hughes, S, Thompson, A, Heightman, T
Формат:	Journal article
Язык:	English
Опубликовано:	2008

Схожие документы

Substituted aziridines by lithiation-electrophile trapping of terminal aziridines.
по: Hodgson, D, и др.
Опубликовано: (2005)

Lithiation: Electrophile trapping of simple aziridine building blocks
по: Hughes, S, и др.
Опубликовано: (2007)

Deprotonation-electrophile trapping of terminal epoxides.
по: Hodgson, D, и др.
Опубликовано: (2005)

Dimerization of lithiated terminal aziridines.
по: Hodgson, D, и др.
Опубликовано: (2006)

Dimerization and isomerization reactions of alpha-lithiated terminal aziridines.
по: Hodgson, D, и др.
Опубликовано: (2007)

Intramolecular cyclopropanation of unsaturated terminal aziridines.
по: Hodgson, D, и др.
Опубликовано: (2006)

Efficient base catalyzed alkylation reactions with aziridine electrophiles.
по: Moss, T, и др.
Опубликовано: (2008)

Aziridine electrophiles in the functionalisation of peptide chains with amine nucleophiles.
по: Spork, A, и др.
Опубликовано: (2015)

Terminal Aziridines by Addition of Grignard Reagents or Organoceriums to an (alpha-Chloro)sulfinylimine
по: Hodgson, D, и др.
Опубликовано: (2009)

Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.
по: Hodgson, D, и др.
Опубликовано: (2008)

Enantioselective synthesis of epoxides by alpha-deprotonation--electrophile trapping of achiral epoxides.
по: Hodgson, D, и др.
Опубликовано: (2003)

First direct deprotonation-electrophile trapping of simple epoxides: synthesis of alpha,beta-epoxysilanes from terminal epoxides.
по: Hodgson, D, и др.
Опубликовано: (2001)

Widening the usefulness of epoxides and aziridines in synthesis
по: Hodgson, D, и др.
Опубликовано: (2007)

Metalated Epoxides and Aziridines in Synthesis
по: Hodgson, D, и др.
Опубликовано: (2006)

Lithiation-induced migrations from nitrogen to carbon in terminal aziridines.
по: Hodgson, D, и др.
Опубликовано: (2007)

Structure and reactivity of bicyclic methylene aziridines prepared by intramolecular aziridination of allenes.
по: Robertson, J, и др.
Опубликовано: (2010)

Aziridinations of tethered allenes
по: Feast, GC
Опубликовано: (2011)

Preface to “Aziridine Chemistry”
по: Hyun-Joon Ha
Опубликовано: (2021-03-01)

Expanding the utility of lithiated epoxides and aziridines in synthesis
по: Hodgson, D, и др.
Опубликовано: (2006)

Synthesis of chiral 1-(2-aminoalkyl)aziridines via the self-opening reaction of aziridine
по: Adam M. Pieczonka, и др.
Опубликовано: (2016-09-01)

Aziridines and epoxides in organic synthesis /
по: Yudin, Andrei K.
Опубликовано: (2006)

α,β-Aziridinylphosphonates by lithium amide-induced phosphonyl migration from nitrogen to carbon in terminal aziridines.
по: Hodgson, D, и др.
Опубликовано: (2010)

Coupling of 1-alkyl-2-(bromomethyl)aziridines with heteroatom-centered nucleophiles towards 2-[(heteroatom)methyl]aziridines
по: Matthias D’hooghe, и др.
Опубликовано: (2007-08-01)

Catalytic asymmetric aziridination of aryl imines
по: Peter Wipf, и др.
Опубликовано: (2007-04-01)

Alkylative Aziridine Ring-Opening Reactions
по: Jieun Choi, и др.
Опубликовано: (2021-03-01)

Epoxides and aziridines - a mini review
по: Albert Padwa, и др.
Опубликовано: (2005-07-01)

Copper-catalyzed aziridination of allylglycine derivatives
по: Loic Leman, и др.
Опубликовано: (2003-05-01)

Organocatalyzed enantioselective desymmetrization of aziridines and epoxides
по: Ping-An Wang
Опубликовано: (2013-08-01)

Unexplored Nucleophilic Ring Opening of Aziridines
по: Ana María Costero, и др.
Опубликовано: (2010-12-01)

α,β-Aziridinylphosphonates by lithium amide-induced phosphonyl migration from nitrogen to carbon in terminal aziridines
по: David. M. Hodgson, и др.
Опубликовано: (2010-10-01)

Synthesis of chiral N-phosphoryl aziridines through enantioselective aziridination of alkenes with phosphoryl azide via Co(II)-based metalloradical catalysis
по: Jingran Tao, и др.
Опубликовано: (2014-06-01)

Unsaturated 1,2-amino alcohols and ethers from aziridines and organolithiums.
по: Hodgson, D, и др.
Опубликовано: (2004)

Enantio- and diastereoselective catalytic alkylation reactions with aziridines.
по: Moss, T, и др.
Опубликовано: (2008)

Synthesis and ring openings of cinnamate-derived N-unfunctionalised aziridines
по: Alan Armstrong, и др.
Опубликовано: (2012-10-01)

Efficient synthesis of ethyl 2-(oxazolin-2-yl)alkanoates via ethoxycarbonylketene-induced electrophilic ring expansion of aziridines
по: Yelong Lei, и др.
Опубликовано: (2022-01-01)

Pd-Catalyzed Cycloaddition of Bicyclic Aziridine with Isocyanates
по: Mariana Crespo Monteiro, и др.
Опубликовано: (2022-11-01)

The stereodivergent aziridination of allylic carbamates, amides and sulfonamides
по: Davies, S, и др.
Опубликовано: (2010)

Regioselective ring opening of aziridine for synthesizing azaheterocycle
по: Nikhil Srivastava, и др.
Опубликовано: (2023-10-01)

Asymmetric synthesis of 4H-1,3-dioxins and investigations in the metal catalyzed aziridination: aziridination versus insertion and stereoselective course
по: Susanne Flock, и др.
Опубликовано: (2007-03-01)