New and efficient stereoselective total syntheses have been devised for racemic grandisol and lineatin, two important components of pheromonic blends. They are based on the utilisation of 1,4-dimethylbicyclo[3.2.0]hept-3-en-6-one as a pivotal intermediate. This compound, as well as other bicyclo[3.2.0]hept-3-en-6-ones, are now easily available by a practical bicyclization of the corresponding 3-hydroxy-6-alkenoic acids.
Practical preparation of bicyclo[3.2.0]hept-3-en-6-ones and its utilisation in stereoselective total synthesis of grandisol and lineatin via a versatile intermediate / Confalonieri, Giovanni; Marotta, Emanuela; Rama, Franco; Righi, Paolo; Rosini, Goffredo; Serra, Rossella; Venturelli, Francesca. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 50:10(1994), pp. 3235-3250. [10.1016/s0040-4020(01)81119-4]
Practical preparation of bicyclo[3.2.0]hept-3-en-6-ones and its utilisation in stereoselective total synthesis of grandisol and lineatin via a versatile intermediate
Marotta, Emanuela;Righi, Paolo;Rosini, Goffredo;Serra, Rossella;Venturelli, Francesca
1994
Abstract
New and efficient stereoselective total syntheses have been devised for racemic grandisol and lineatin, two important components of pheromonic blends. They are based on the utilisation of 1,4-dimethylbicyclo[3.2.0]hept-3-en-6-one as a pivotal intermediate. This compound, as well as other bicyclo[3.2.0]hept-3-en-6-ones, are now easily available by a practical bicyclization of the corresponding 3-hydroxy-6-alkenoic acids.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
