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Synlett 1997; 1997(9): 1061-1062
DOI: 10.1055/s-1997-1524
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An Alternative Synthesis of Both Enantiomers of trans-3,4-Bis(benzyloxy)cyclopentanone

Stéphane Raeppel, Dominique Toussaint, Jean Suffert*
  • *Laboratoire de Pharmacochimie Moléculaire, Centre de Neurochimie du CNRS, UPR 421, 5, rue Blaise Pascal, F-67084 Strasbourg Cedex, France, Fax (33) 3 88 60 08 10; Bitnet jeansu@neurochem.u-strasbg.fr
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Publication Date:
31 December 2000 (online)

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An efficient synthesis of both enantiomers of trans-3,4-bis(benzyloxy)cyclopentanone 4, potential precursors to the five-membered (A)-ring of the neocarzinostatin chromophore, was accomplished from diethyl tartrate in 7 steps.

trans-3,4-bis(benzyloxy)cyclopentanone - diethyl tartrate - TosMIC - neocarzinostatin - kedarcidine