Wan Zhao-Kui, Choi Hyeong-Wook, Kang Fu-An, Nakajima Katsumasa, Demeke Damtew, Kishi Yoshito
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
Org Lett. 2002 Dec 12;4(25):4431-4. doi: 10.1021/ol0269805.
[reaction: see text] Via an X-ray analysis, the sulfonamide bearing R(1) = i-Pr, R(2) = Me, and R(3) = Me is shown to be a tridentate ligand to a Cr(III) salt. This class of ligands, represented by R(1) = t-Bu, R(2) = 2-naphthyl, and R(3) = Me, is effective to achieve an asymmetric Ni/Cr-mediated coupling reaction and, with the C14-C38 segment of halichondrins, its synthetic potential has been demonstrated. A possible mechanism is suggested for the process.
[反应:见正文] 通过X射线分析表明,带有R(1)=异丙基、R(2)=甲基和R(3)=甲基的磺酰胺是一种与Cr(III)盐形成的三齿配体。以R(1)=叔丁基、R(2)=2-萘基和R(3)=甲基为代表的这类配体,对于实现不对称镍/铬介导的偶联反应是有效的,并且在海兔毒素的C14-C38片段中,其合成潜力已得到证明。文中还提出了该过程的一种可能机制。