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Synthesis 2002(17): 2585-2588
DOI: 10.1055/s-2002-35631
DOI: 10.1055/s-2002-35631
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York
Asymmetric Synthesis of Both Enantiomers of α-Trifluoromethyl Substituted Homoallylamine
Further Information
Received
2 September 2002
Publication Date:
20 November 2002 (online)
Publication History
Publication Date:
20 November 2002 (online)
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Abstract
An efficient asymmetric synthesis of both enantiomers of α-trifluoromethylated homoallylamine via nucleophilic allylation of trifluoroacetaldehyde SAMP- or RAMP-hydrazone, followed by benzoylation and SmI2-promoted nitrogen-nitrogen single bond cleavage is described.
Key words
asymmetric synthesis - fluorine - hydrazone - allylation - amines
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References
For the SmI2-induced cleavage of the nitrogen-nitrogen single bond, see Ref. [6a]