1996
DOI: 10.1016/0040-4020(95)00999-x
|View full text |Cite
|
Sign up to set email alerts
|

A method for rhodium(II)-catalyzed aziridination of olefins

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1

Citation Types

3
54
0
8

Year Published

1998
1998
2011
2011

Publication Types

Select...
5
3

Relationship

2
6

Authors

Journals

citations
Cited by 168 publications
(65 citation statements)
references
References 26 publications
3
54
0
8
Order By: Relevance
“…Aziridination of olefins (X ϭ R or Ar) and enol derivatives (X ϭ OR) In order to achieve metal-mediated nitrogen transfer, nitridomanganese(V) complexes may be activated by p-toluenesulfonic or trifluoroacetic anhydride, [7] or in situ generated copper and rhodium nitrene complexes (MϭN-SO 2 Ar) may be utilized. [8][9][10] Notable enantioselec-1aδ, but the incorporation of steric bulk and the substitution pattern at the enol double bond do not improve the ee values. The cyclic substrates react considerably less readily (only up to 45% conversion) compared to their acyclic counterparts (complete consumption).…”
Section: Introductionmentioning
confidence: 99%
“…Aziridination of olefins (X ϭ R or Ar) and enol derivatives (X ϭ OR) In order to achieve metal-mediated nitrogen transfer, nitridomanganese(V) complexes may be activated by p-toluenesulfonic or trifluoroacetic anhydride, [7] or in situ generated copper and rhodium nitrene complexes (MϭN-SO 2 Ar) may be utilized. [8][9][10] Notable enantioselec-1aδ, but the incorporation of steric bulk and the substitution pattern at the enol double bond do not improve the ee values. The cyclic substrates react considerably less readily (only up to 45% conversion) compared to their acyclic counterparts (complete consumption).…”
Section: Introductionmentioning
confidence: 99%
“…Several methods for the synthesis of aziridines are described in the literature, among them are aziridination of alkenes with chloramine -T using aqueous solution of H 2 O 2 /HBr [2] or Cu(II) [3] Rd(II) catalysts and other conditions [4][5][6]. Methods as cyclization of amino alcohols have already been described elsewhere [7][8][9][10].…”
Section: Introductionmentioning
confidence: 99%
“…The Cu-catalyzed cyclopropanation of styrene (18) with ethyl diazoacetate (EDA) [22] afforded 3 : 2 mixture of cis-and transcyclopropanecarboxylates 19 without asymmetric induction (Scheme 4). Cu-Catalyzed nitrene transfer [23] from TsNIPh to styrene (18), in turn, yielded the aziridine derivative 20 in high yield (96%), but with only marginal enantioselectivity (11%). Conclusion.…”
mentioning
confidence: 98%