Cohalogenation of limonene, carvomenthene and related unsaturated monoterpenic alcohols



Document title: Cohalogenation of limonene, carvomenthene and related unsaturated monoterpenic alcohols
Journal: Journal of the Brazilian Chemical Society
Database: PERIÓDICA
System number: 000310937
ISSN: 0103-5053
Authors: 1


Institutions: 1Universidade Federal do Rio de Janeiro, Instituto de Quimica, Rio de Janeiro. Brasil
Year:
Season: Ago
Volumen: 11
Number: 4
Pages: 381-386
Country: Brasil
Language: Inglés
Document type: Artículo
Approach: Experimental
English abstract Cohalogenation of (R)-limonene and (R)-carvomenthene with I2/H2O/Cu(OAc)2·H 2O in aqueous dioxane followed by base treatment produced stereospecifically the corresponding trans-epoxides. Same methodology of cohalogenation applied to related monoterpenic unsaturated alcohols produced pinol derivatives [from (5R)-cis-carveol and (S)-alpha-terpineol] or iodohydrins [from (S)-perillyl alcohol and (5R)-trans-carveol]
Portuguese abstract A coalogenação de (R)-limoneno e (R)-carvomenteno com I2/H2O/Cu(OAc)2·H 2O em dioxano aquoso seguida por tratamento em meio básico produz estereoespecificamente os trans-epóxidos correspondentes. Já essa mesma metodologia de coalogenação aplicada a álcoois monoterpênicos insaturados estruturalmente relacionados produz derivados do pinol [a partir de (5R)-cis-carveol e (S)-alfa-terpineol] ou então iodoidrinas [a partir de (S)-álcool perílico e (5R)- trans-carveol]
Disciplines: Química
Keyword: Química orgánica,
Halogenación,
Limoneno,
Carvomenteno,
Reacción de adición electrofílica
Keyword: Chemistry,
Organic chemistry,
Halogenation,
Limonene,
Carvomenthene,
Electrophilic addition reaction
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