Tetrahedron p. 6209 - 6228 (1995)
Update date:2022-08-05
Topics:
Yoshikawa, Masayuki
Yokokawa, Yoshihiro
Okuno, Yasuhiro
Murakami, Nobutoshi
Total syntheses of myriocin (thermozymocidin, ISP-1, 21) and its analog, Z-myriocin (22), which showed potent immunosuppressive activity, were accomplished starting from 2-deoxy-D-glucose by employing a modified Darzen reaction as a key reaction.The stereoselectivity of the modified Darzen reaction for six-membered cyclic ketones was discussed on the basis of physicochemical evidence including the conformational analyses of the cyclic ketones based on molecular mechanics calculation.
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(2014)
