Highly stereoselective addition of organomagnesium reagents to aziridinyl-2-carboxaldimine: Preparation of enantiopure 2-aminomethylaziridines and 4,5-disubstituted imidazolidin-2-ones

  • Suh, MJ
  • Kim, SW
  • Beak, SI
  • Ha, HJ
  • Lee, WK
Citations

WEB OF SCIENCE

15
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SCOPUS

15

초록

The addition of alkyl- and arylmagnesium reagents to chiral [1'(R)-alpha-methylbenzyl]aziridine-2(R)-carboxaldimines was carried out in a highly stereoselective manner to give 2-aminomethylaziridine. Further treatment of 2-aminomethylaziridines with triphosgene and NaH afforded enantiopure 5-alkyl- or 5-aryl-4-chloromethylimidazolidin-2-ones.

키워드

stereoselectivityaddition reactionsorganometallic reagentsaziridinesiminesCHIRAL AMINAL TEMPLATESASYMMETRIC-SYNTHESISORGANOMETALLIC REAGENTSEFFICIENT SYNTHESISDIASTEREOSELECTIVITYREACTIVITYAZIRIDINESALDIMINESIMINES
제목
Highly stereoselective addition of organomagnesium reagents to aziridinyl-2-carboxaldimine: Preparation of enantiopure 2-aminomethylaziridines and 4,5-disubstituted imidazolidin-2-ones
저자
Suh, MJKim, SWBeak, SIHa, HJLee, WK
DOI
10.1055/s-2004-815444
발행일
2004-02-18
유형
Article
저널명
Synlett
3
페이지
489 ~ 492