Ia. Oneil et al., CONFORMATIONALLY DEFINED PIPERAZINE BIS(N-OXIDES) BEARING AMINO-ACID DERIVED SIDE-CHAINS, Chemical communications, (22), 1998, pp. 2511-2512
The preparation of a number of piperazine derivatives bearing amino ac
id substituents on the nitrogen is described; these compounds undergo
oxidation with MCPBA to yield bis(N-oxides) in which both oxygen atoms
are axially orientated and hydrogen bonded to the amide NHs, giving h
ighly defined conformations to the molecules; the structure of the val
ine derivative (8c) was confirmed by X-ray analysis.