Studies in the usnic acid series. IV. The base catalyzed usnic acid – isousnic acid rearrangement. Part II. An improved synthesis of (+)-isousnic acid | Zendy

James P. Kutney | Zendy; I. H. SANCHEZ | Zendy; Trevor Yee | Zendy

Open Access

Studies in the usnic acid series. IV. The base catalyzed usnic acid – isousnic acid rearrangement. Part II. An improved synthesis of (+)-isousnic acid

Author(s) -

James P. Kutney,

I. H. SANCHEZ,

Trevor Yee

Publication year - 1977

Publication title -

canadian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.323

H-Index - 68

eISSN - 1480-3291

pISSN - 0008-4042

DOI - 10.1139/v77-149

Subject(s) - usnic acid , chemistry , cleavage (geology) , catalysis , series (stratigraphy) , stereochemistry , organic chemistry , lichen , botany , geotechnical engineering , fracture (geology) , engineering , biology , paleontology

Investigations concerning the alkaline cleavage of (+)-2H-[1,2]oxazocinousnic acid (3) are described. These studies provide an interesting rearrangement from the 'normal' (usnic acid) to the 'iso' (isousnic) series and, in turn, a high yielding sequence for the synthesis of (+)-isousnic acid (1).

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