Synthesis of substituted-(l)-tryptophanols from an enantiomerically pure aziridine-2-methanol

  • Pyun, DK
  • Lee, CH
  • Ha, HJ
  • Park, CS
  • Chang, JW
  • ... Lee, WK
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초록

[GRAPHICS] Enantiomerically pure (l)-tryptophanol (5) was synthesized from 4(R)-iodomethyl-2-oxazolidinone (2) and indolylmagnesium bromide in three steps (52% overall yield). Using this procedure, we also prepared various tryptophanols with substituent(s) on the indole ring. Furthermore, optically active 4(R)-iodomethyl-2-oxazolidinone was readily prepared from an enantiomerically pure aziridine-2(S)-methanol in high yield.

키워드

DNA TOPOISOMERASE-IIENANTIOSPECIFIC SYNTHESISINDOLYLMAGNESIUM BROMIDEEFFICIENT SYNTHESISANALOGSDERIVATIVESCLEAVAGE
제목
Synthesis of substituted-(l)-tryptophanols from an enantiomerically pure aziridine-2-methanol
저자
Pyun, DKLee, CHHa, HJPark, CSChang, JWLee, WK
DOI
10.1021/ol016861+
발행일
2001-12-27
유형
Article
저널명
Organic Letters
3
26
페이지
4197 ~ 4199