Tetrahedron Letters p. 939 - 942 (1999)
Update date:2022-07-31
Topics:
Toshima, Hiroaki
Maru, Kazuko
Saito, Masatoshi
Ichihara, Akitami
Total syntheses of cepaciamides A and B were accomplished. In the preparation of two fatty acid segments, (S)-malic acid was used as a chiral source to introduce (2S)-configuration. A known chiral cyclopropane derivative was introduced in the segment of cepaciamide A. The formation of (Z)-olefin in the segment of cepaciamide B was achieved by means of partial reduction of the acetylenic bond. Estexification between fatty acid segments and amide segment with DCC/DMAP and subsequent oxidative deprotection of the MPM group with CAN gave cepaciamides.
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Doi:10.1055/s-1999-3511
(1999)Doi:10.1016/S0040-4039(99)00857-6
(1999)Doi:10.1081/NCN-100002535
(2001)Doi:10.1016/j.ejmech.2011.06.023
(2011)Doi:10.1002/cber.19691020702
(1969)Doi:10.1016/j.tet.2017.01.004
(2017)
