Total Synthesis of the Nonenolide Xyolide Using a Regioselective Nucleophilic Epoxide Opening Approach

被引：9

作者：

Wadavrao, Sachin B. ^{[1
]}

Ghogare, Ramesh S. ^{[1
]}

Narsaiah, A. Venkat ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Organ & Biomol Chem Div, Hyderabad 500007, Telangana, India

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 14期

关键词：

natural product; xyolide; Sharpless epoxidation; regioselective ring opening; ring-closing metathesis; STEREOSELECTIVE TOTAL-SYNTHESIS; CHIRAL EPOXYALLYL ALCOHOLS; RING-CLOSING METATHESIS; EFFICIENT SYNTHESIS; READY ACCESS; AGENT; ACHAETOLIDE; OXIDATION; HYDRIDE; FUNGUS;

D O I：

10.1055/s-0034-1380780

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of the nonenolide xyolide is described as a convergent synthesis in 16 steps from the commercially available starting material butane-1,4-diol. The key reactions involved are: Sharpless asymmetric epoxidation, Pinnick oxidation, acid-mediated nucleophilic regioselective epoxide ring opening, Steglich esterification, and ring-closing metathesis.

引用

页码：2129 / 2137

页数：9

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