Journal
TETRAHEDRON
Volume 60, Issue 2, Pages 341-345Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2003.11.006
Keywords
grenadamide; stereochemistry; synthesis
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3-(2S-Heptylcycloprop-1S-yl)propanoic acid 2-phenylethanamide was synthesised from cis-cyclopropan-1,2-dimethanol via enzymatic desymmetrisation of the dibutyrate; it gave identical NMR spectroscopic data to those reported for grenadamide but had an equal and opposite absolute rotation, indicating that the latter is the 2R,1R-enantiomer. (C) 2003 Elsevier Ltd. All rights reserved.
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