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Guanacastepene-A total synthesis: construction of the tricyclic iso-guanacastepane, epi-guanacastepane and guanacastepane frameworks

✍ Scribed by Goverdhan Mehta; Jayant D. Umarye; Kalidindi Srinivas

Book ID
104253628
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
314 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

Studies aimed towards the total synthesis of the diterpene antibiotic, guanacastepene A, of current interest and displaying promising biological activity against drug resistant pathogens has led to the generation of some novel tricyclic skeleta replete with extensive functionalization and representing interesting variations of the guanacastepane framework.

πŸ“œ SIMILAR VOLUMES

Progress towards the total synthesis of
Progress towards the total synthesis of guanacastepene A. Approaches to the construction of quaternary carbons and the 5-7-6 tricyclic carbon skeleton
✍ Truc M. Nguyen; Daesung Lee πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 74 KB

The construction of the 5-7-6 tricyclic skeleton of guanacastepene A, including the quaternary carbons, has been achieved. The C-11 and C-8 quaternary carbons were constructed by cuprate addition and carbene insertion, respectively. The 5-7-6 tricyclic core was generated by a selective aldol and SmI