A convenient chemo-enzymatic synthesis and 18F-labelling of both enantiomers of trans-1-toluenesulfonyloxymethyl-2-fluoromethyl-cyclopropane

PJ Riss, F Rösch

Index: Riss, Patrick Johannes; Roesch, Frank Organic and Biomolecular Chemistry, 2008 , vol. 6, # 24 p. 4567 - 4574

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Citation Number: 13

Abstract

The present report is concerned with a stereoselective, reliable route to trans-1, 2- disubstituted cyclopropanes and in particular to (S, S)-1-tosyloxymethyl-2-fluoromethyl- cyclopropane (1) and (R, R)-1-tosyloxymethyl-2-fluoromethyl-cyclopropane (ent-1) as conformationally restricted, terminally fluorinated C4-building blocks for medicinal chemistry. The enzymatic kinetic resolution based synthesis of 1 and ent-1 utilises inexpensive, ...