2000年4月
Stereoselective synthesis of chiral amino allenes by organocopper-mediated anti-S(N)2 '-substitution reaction of chiral ethynylaziridines
TETRAHEDRON
- ,
- ,
- ,
- ,
- ,
- 巻
- 56
- 号
- 18
- 開始ページ
- 2811
- 終了ページ
- 2820
- 記述言語
- 英語
- 掲載種別
- 研究論文（学術雑誌）
- DOI
- 10.1016/S0040-4020(00)00136-8
- 出版者・発行元
- PERGAMON-ELSEVIER SCIENCE LTD
Chiral N-protected amino allenes have been synthesized from 3-alkyl-2-ethynylaziridines via organocopper-mediated reactions. Treatment of enantiomerically pure (2R,3S)-2,3-trans-3-alkyl-2-ethynylaziridines with RCu(CN)M (M=Li or MgX) in THF at -78 degrees C affords exclusively the expected (S,S)-amino allenes in high yields in a regio- and stereoselective manner. On the other hand, (2S,3S)-2,3-cis-3-alkyl-2-ethynylaziridines give stereoisomeric (S,R)-amino allenes in comparable high yields. (C) 2000 Elsevier Science Ltd. All rights reserved.
- リンク情報
- ID情報
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- DOI : 10.1016/S0040-4020(00)00136-8
- ISSN : 0040-4020
- J-Global ID : 200902128068806133
- Web of Science ID : WOS:000086836300011