초록 |
The novel desipeptides Callipeltin A and D showed wide biological activities such as anti-fungal, and anti-HIV activity. (2R,3R,4S)-2-Amido-7-guanidino-2,3-dihydroxyheptanoic acid (AGDHE) is one of the constituents of a side chain in Callipeltin A and D. The osmium catalyzed dihydroxylation reaction of the ketimine protected γ-amino-(Z)-α,β-conjugated olefin gave highly syn selective (>13:1) diol with the desired configuration of AGDHE in 90% yield. The key intermediate of AGDHE was synthesized in total of 10 steps and 28% yield which is an improved result in terms of the stereoselectivity and the yield, compared to the previously reported papers. |