Total synthesis of baccatin III and taxol

被引:398
作者
Danishefsky, SJ [1 ]
Masters, JJ [1 ]
Young, WB [1 ]
Link, JT [1 ]
Snyder, LB [1 ]
Magee, TV [1 ]
Jung, DK [1 ]
Isaacs, RCA [1 ]
Bornmann, WG [1 ]
Alaimo, CA [1 ]
Coburn, CA [1 ]
DiGrandi, MJ [1 ]
机构
[1] MEM SLOAN KETTERING CANC CTR, LAB BIOORGAN CHEM, SLOAN KETTERING INST CANC RES, NEW YORK, NY 10021 USA
关键词
D O I
10.1021/ja952692a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An intramolecular Heck reaction (90 --> 91) serves as the key step in the total synthesis of the titled compounds. The synthetic route is based on utilizing the Wieland-Miescher ketone (5) as a matrix to provide the C and D rings of the targets and to provide functionality implements for joining this sector to an A ring precursor (6). Catalytically induced enantiotopic control and early emplacement of the oxetane are other features of the route.
引用
收藏
页码:2843 / 2859
页数:17
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