The conformations of triostin A in solution

Abstract

The two symmetrical conformations of triostin A in deuteriochloroform have been investigated by ¹H n.m.r. spectroscopy. The occurrence of two conformations is rationalised as resulting from the reversal of chirality of the disulphide bond, which is postulated to exist as a rapidly interconverting mixture of several rotameric states. Analysis of the spectrum of the least polar conformer is consistent with the presence of an intramolecular hydrogen bond.