Synthetic studies on the immunosuppressive agent FK-506: Enantioselective synthesis of a C22-C34 fragment

被引：10

作者：

Baker, RK ^{[1
]}

Rupprecht, KM ^{[1
]}

Armistead, DM ^{[1
]}

Boger, J ^{[1
]}

Frankshun, RA ^{[1
]}

Hodges, PJ ^{[1
]}

Hoogsteen, K ^{[1
]}

Pisano, JM ^{[1
]}

Witzel, BE ^{[1
]}

机构：

[1] Merck Res Labs, Dept Med Chem, Rahway, NJ 07065 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 3-4期

关键词：

D O I：

10.1016/S0040-4039(97)10532-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The C28-C32 cyclohexyl group of the natural product, FK-506, was prepared enantioselectively from the iodolactone by replacement of iodide with retention of configuration. The C27-C28 trisubstituted olefin was introduced stereoselectively via a classical aldol/elimination sequence employing titanium enolate methodology. Elaboration of this chemistry has led to a synthesis of a C22-C34 fragment of the natural product. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：229 / 232

页数：4

共 20 条

[1]

[Anonymous], [No title captured]

[2] STEREOCHEMICAL EVIDENCE FOR AN ALKYLATED PEREPOXIDE INTERMEDIATE [J].