Synthesis of 7a-Substituted Hajos−Wiechert Ketone Analogues

• Published in: Journal of organic chemistry Vol. 73; no. 13; pp. 5151 - 5154
• Main Authors: Kennedy, Jason W. J, Vietrich, Sophia, Weinmann, Hilmar, Brittain, Dominic E. A
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 04.07.2008; Amer Chemical Soc
• Subjects: Alicyclic compounds; Alicyclic compounds, terpenoids, prostaglandins, steroids; Chemistry; Chemistry, Organic; Exact sciences and technology; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; CATALYSIS; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; STEROIDS; MICHAEL; CONSTRUCTION; Enantioselectivity; Knoevenagel condensation; Analog; Aromatic compound; Indene derivatives; Robinson annelation; Chemical synthesis; Ketone; Enone; Hydrogenation

A general and efficient route to 2-substituted 1,3-cyclopentadiones 3 has been developed. This operationally simple, two-step procedure is amenable to multigram scale preparations of these useful synthetic intermediates. These compounds are then transformed to previously unknown, higher analogues of...