H. Takikawa et al., SYNTHESIS OF SPHINGOSINE RELATIVES .19. SYNTHESIS OF PENARESIDIN-A AND PENARESIDIN-B, AZETIDINE ALKALOIDS WITH ACTOMYOSIN ATPASE-ACTIVATINGPROPERTIES, Journal of the Chemical Society. Perkin transactions. I, (2), 1997, pp. 97-111
Three stereoisomers of penaresidin A 1 and two stereoisomers of penare
sidin B 2' (Scheme 5), azetidine alkaloids isolated from the Okinawan
marine sponge Penares sp., have been synthesized. In the course of our
synthetic study, the correct structure of penaresidin B has been show
n to be not 2 but 2'. Natural penaresidin A is either (2S,3R,4S,15S,16
S)- or (2S,3R,4S,15R,16R)-1 and natural penaresidin B is either (2S,3R
,4S,15S)- or (2S,3R,4S,15R)-2'.