Synthesis of the hydroazulene portion of guanacastepene A using a [2.3]sigmatropic sulfoxide rearrangement: observations on silyl enol ether electrophilic chemistry for the introduction of the C-13 hydroxyl group-Reference-Cited by-同舟云学术

Synthesis of the hydroazulene portion of guanacastepene A using a [2.3]sigmatropic sulfoxide rearrangement: observations on silyl enol ether electrophilic chemistry for the introduction of the C-13 hydroxyl group

Published:2002-12 Issue:52 Volume:43 Page:9605-9609
ISSN:0040-4039
Container-title:Tetrahedron Letters
language:en
Short-container-title:Tetrahedron Letters

Author:

Magnus Philip,Ollivier Cyril

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference36 articles.

1. Guanacastepene, a Fungal-Derived Diterpene Antibiotic with a New Carbon Skeleton

2. Biological Activity of Guanacastepene, a Novel Diterpenoid Antibiotic Produced by an Unidentified Fungus CR115.

3. The Guanacastepenes: A Highly Diverse Family of Secondary Metabolites Produced by an Endophytic Fungus

4. Synthesis of the Functionalized Tricyclic Skeleton of Guanacastepene A: A Tandem Epoxide-Opening β-Elimination/Knoevenagel Cyclization This work was supported by the National Institutes of Health (HL-25848 and CA-28824). D.S.T. is a Damon Runyon Cancer Research Foundation postdoctoral fellow (DRG-1641). G.B.D. is an NIH postdoctoral fellow (1 F32 NS11150-01). We thank Dr. George Sukenick and Sylvi Rusli (NMR Core Facility, CA-02848) for mass spectral analyses.

5. A Stereoselective Route to Guanacastepene A through a Surprising Epoxidation This work was supported by the National Institutes of Health (CA-28824). S.L. is a US Army breast cancer research program postdoctoral fellow (DAMD-17-99-1-9373). G.B.D. is an NIH postdoctoral fellow (1 F32 NS11150-01). D.S.T. is a Damon Runyon Cancer Research Foundation postdoctoral fellow (DRG-1641). We thank Dr. George Sukenick and Sylvi Rusli (NMR Core Facility, CA-02848) for mass spectral analyses.

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