FORMAL TOTAL SYNTHESIS OF FK506 - CONCISE CONSTRUCTION OF THE C(10)-C(34) SEGMENT VIA AN EFFECTIVE COUPLING TACTIC

被引：29

作者：

SMITH, AB ^{[1
]}

CHEN, KM ^{[1
]}

ROBINSON, DJ ^{[1
]}

LAAKSO, LM ^{[1
]}

HALE, KJ ^{[1
]}

机构：

[1] UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(00)73331-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A formal total synthesis of the potent immunosuppressant FK506 (1) has been achieved via a concise construction of the Merck advanced intermediate (-)-2. Key features of the successful strategy include stereocontrolled sigma-bond installation of the trisubstituted olefin moieties and an efficient coupling of the C(24)-C(34) dithiane (-)-10 with the C(10)-C(23) alpha-silyloxy primary iodide (-)-9.

引用

页码：4271 / 4274

页数：4

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