First Synthesis of the [5‐5‐6‐6] Tetracyclic Framework of Spiropreussione B | Zendy

Chinta Bhavani Shankar | Zendy; Baire Beeraiah | Zendy

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First Synthesis of the [5‐5‐6‐6] Tetracyclic Framework of Spiropreussione B

Author(s) -

Chinta Bhavani Shankar,

Baire Beeraiah

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201700464

Subject(s) - chemistry , natural product , intramolecular force , total synthesis , stereochemistry , combinatorial chemistry , product (mathematics) , mathematics , geometry

Rapid synthesis of the [5‐5‐6‐6] tetracyclic system in the spirobionaphthalene natural product spiropreussione B was achieved. An intramolecular, thermal dehydrogenative Diels–Alder reaction was employed as the key step. Furthermore, this approach was extended to generate a library of structurally novel linear tetracyclic systems of spiropreussione B in a highly efficient manner. This report constitutes the first synthetic approach to the spiropreussione B natural product.

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