608533-34-2Relevant academic research and scientific papers
The concise synthesis of chalcone, indanone and indenone analogues of combretastatin A4
Kerr, Daniel J.,Hamel, Ernest,Jung, M. Katherine,Flynn, Bernard L.
, p. 3290 - 3298 (2007)
A series of aryl- and aroyl-substituted chalcone analogues of the tubulin binding agent combretastatin A4 (1) were prepared, using a recently introduced one-pot palladium-mediated hydrostannylation-coupling reaction sequence. These chalcones were converte
A reductive-coupling plus nazarov cyclization sequence in the asymmetric synthesis of five-membered carbocycles
Kerr, Daniel J.,White, Jonathan M.,Flynn, Bernard L.
supporting information; experimental part, p. 7073 - 7084 (2010/12/25)
Palladium-mediated hydrostannylation of alkynoyl compounds is combined with Stille-Scott cross-coupling (reductive-coupling) to give one-pot access to divinyl and aryl vinyl ketones, which undergo Nazarov cyclization to give cyclopentenones upon treatment with acid. This reaction sequence has been studied with a variety of different substitution patterns, including the use of oxazolidinone auxiliaries to achieve torquoselectivity in the Nazarov cyclization. Through a combination of good yields and moderate to good levels of stereochemical induction, this approach affords efficient, convergent, and asymmetric access to a variety of different cyclopentanoid systems.
A convenient two step protocol for the synthesis of cyclopentenones and indanones, including an asymmetric variant
Kerr, Daniel J.,Metje, Christiane,Flynn, Bernard L.
, p. 1380 - 1381 (2007/10/03)
A one-pot palladium mediated hydrostannylation/cross-coupling protocol is used to give direct access to cross-conjugated dienones that can he utilized in Nazarov cyclizations to afford highly substituted cyclopentenones and indanones, including an asymmet
