Iron-Catalyzed [3+2] Annulation of Aminocyclopropanes with Aldehydes: Stereoselective Synthesis of Aminotetrahydrofurans

The first method for the [3 + 2] annulation of donor acceptor aminocyclopropanes with aldehydes is reported. The reaction is catalyzed by iron trichlorlde on alumina in yields up to 99% and with excellent cis selectivities (up to >20:1) and represents a stereoselective and atom economic access to valuable 2-aminotetrahydrofurans, which constitute the core of DNA and RNA.


Published in:
Organic Letters, 14, 386-389
Year:
2012
Publisher:
American Chemical Society
ISSN:
1523-7060
Keywords:
Laboratories:




 Record created 2012-02-23, last modified 2018-03-17

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