COUPLING OF ISOPRENOID TRIFLATES WITH ORGANOBORON NUCLEOPHILES - SYNTHESIS OF ALL-TRANS-GERANYLGERANIOL

被引：38

作者：

MU, YQ ^{[1
]}

GIBBS, RA ^{[1
]}

机构：

[1] WAYNE STATE UNIV,DEPT PHARMACEUT SCI,DETROIT,MI 48202

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 32期

关键词：

D O I：

10.1016/0040-4039(95)01119-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Suzuki coupling reaction has been used to introduce a methyl group derived from commercially available methaneboronic acid into a vinyl triflate. This has led to a concise synthesis of all-trans-geranylgeraniol, with the key step being the Pd-catalyzed, silver-mediated methylation of 9 to give ethyl geranylgeranoate 10. This coupling protocol has also been used to produce the novel GGPP analog 3-phenyl-3-desmethylgeranylgeranyl diphosphate (12).

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页码：5669 / 5672

页数：4

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