Aziridinyl anions from a chiral, nonracemic 2-isopropylidineaziridine: surprisingly diastereoselective alkylation reactions

JF Hayes; N Prevost; I Prokes; M Shipman; Alexandra Martha Zoya Slawin; H Twin

doi:10.1039/b303252c

Aziridinyl anions from a chiral, nonracemic 2-isopropylidineaziridine: surprisingly diastereoselective alkylation reactions

JF Hayes, N Prevost, I Prokes, M Shipman, Alexandra Martha Zoya Slawin, H Twin

Research output: Other contribution

Abstract

Lithiation and alkylation of a 2-isopropylidineaziridine bearing an (S)-alpha-methylbenzyl group on nitrogen proceeds with high levels of diastereocontrol (80-90% de).

Original language	English
Volume	21
DOIs	https://doi.org/10.1039/b303252c
Publication status	Published - 2003

Keywords

OPTICALLY-ACTIVE FORM
NONSTABILIZED AZIRIDINYLMAGNESIUMS
ASYMMETRIC-SYNTHESIS
TERT-BUTYLLITHIUM
CU(I) IODIDE
RING
SULFINYLAZIRIDINES
TRANSFORMATIONS
SUBSTITUTION
LITHIATION

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10.1039/b303252c

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@misc{5e1fa7d8571b4eab9e4d0d8a7fc77c03,

title = "Aziridinyl anions from a chiral, nonracemic 2-isopropylidineaziridine: surprisingly diastereoselective alkylation reactions",

abstract = "Lithiation and alkylation of a 2-isopropylidineaziridine bearing an (S)-alpha-methylbenzyl group on nitrogen proceeds with high levels of diastereocontrol (80-90% de).",

keywords = "OPTICALLY-ACTIVE FORM, NONSTABILIZED AZIRIDINYLMAGNESIUMS, ASYMMETRIC-SYNTHESIS, TERT-BUTYLLITHIUM, CU(I) IODIDE, RING, SULFINYLAZIRIDINES, TRANSFORMATIONS, SUBSTITUTION, LITHIATION",

author = "JF Hayes and N Prevost and I Prokes and M Shipman and Slawin, {Alexandra Martha Zoya} and H Twin",

note = "Chem Commun (Camb)",

year = "2003",

doi = "10.1039/b303252c",

language = "English",

volume = "21",

type = "Other",

}

TY - GEN

T1 - Aziridinyl anions from a chiral, nonracemic 2-isopropylidineaziridine: surprisingly diastereoselective alkylation reactions

AU - Hayes, JF

AU - Prevost, N

AU - Prokes, I

AU - Shipman, M

AU - Slawin, Alexandra Martha Zoya

AU - Twin, H

N1 - Chem Commun (Camb)

PY - 2003

Y1 - 2003

N2 - Lithiation and alkylation of a 2-isopropylidineaziridine bearing an (S)-alpha-methylbenzyl group on nitrogen proceeds with high levels of diastereocontrol (80-90% de).

AB - Lithiation and alkylation of a 2-isopropylidineaziridine bearing an (S)-alpha-methylbenzyl group on nitrogen proceeds with high levels of diastereocontrol (80-90% de).

KW - OPTICALLY-ACTIVE FORM

KW - NONSTABILIZED AZIRIDINYLMAGNESIUMS

KW - ASYMMETRIC-SYNTHESIS

KW - TERT-BUTYLLITHIUM

KW - CU(I) IODIDE

KW - RING

KW - SULFINYLAZIRIDINES

KW - TRANSFORMATIONS

KW - SUBSTITUTION

KW - LITHIATION

UR - http://www.scopus.com/inward/record.url?scp=0038717316&partnerID=8YFLogxK

UR - http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=12841233

U2 - 10.1039/b303252c

DO - 10.1039/b303252c

M3 - Other contribution

VL - 21

ER -

Aziridinyl anions from a chiral, nonracemic 2-isopropylidineaziridine: surprisingly diastereoselective alkylation reactions

Abstract

Keywords

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