Chiral synthons from α-pinene: enantioselective syntheses of bicyclo[3.3.0] and [3.2.1]octanones

Srikrishna, Adusumilli ; Beeraiah, B. ; Satyanarayana, Gedo (2006) Chiral synthons from α-pinene: enantioselective syntheses of bicyclo[3.3.0] and [3.2.1]octanones Tetrahedron: Asymmetry, 17 (10). pp. 1544-1548. ISSN 0957-4166

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetasy.2006.05.028

Abstract

Enantioselective syntheses of bicyclo[3.3.0]octan-3-one, bicyclo[3.2.1]octan-3-one and bicyclo[3.2.1]octan-2-one derivatives were accomplished by employing a chiron based approach, using intramolecular rhodium carbenoid C-H insertion, acid catalysed cyclisation of α-diazo ketone and intramolecular type II carbonyl ene reactions as key steps.

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