0000000001301069
AUTHOR
M. Carda
Stereoselective synthesis of the published structure of synargentolide A and of one of its stereoisomers
A stereoselective synthesis is described of the structure published for the naturally occurring synargentolide A, an α,β-unsaturated lactone. The key steps of the synthesis were a Brown´s asymmetric allylation and a ring closing metathesis. The spectroscopic data of the synthetic product were very close to those of the natural product but did not exactly match them. An epimer of the published structure was then synthesized according to a similar strategy. Again, the data of the synthetic product did not match those reported for the natural product. It is thus likely that the actual structure of synargentolide A differs from the published one in more than mere stereochemical aspects. Marco V…
CCDC 148163: Experimental Crystal Structure Determination
Related Article: M.Carda, R.Portoles, J.Murga, S.Uriel, J.A.Marco, L.R.Domingo, R.J.Zaragoza, H.Roper|2000|J.Org.Chem.|65|7000|doi:10.1021/jo0009651
CCDC 148166: Experimental Crystal Structure Determination
Related Article: M.Carda, R.Portoles, J.Murga, S.Uriel, J.A.Marco, L.R.Domingo, R.J.Zaragoza, H.Roper|2000|J.Org.Chem.|65|7000|doi:10.1021/jo0009651
CCDC 271535: Experimental Crystal Structure Determination
Related Article: J.Garcia-Fortanet, J.Murga, E.Falomir, M.Carda, J.A.Marco|2005|J.Org.Chem.|70|9822|doi:10.1021/jo051353p
CCDC 148164: Experimental Crystal Structure Determination
Related Article: M.Carda, R.Portoles, J.Murga, S.Uriel, J.A.Marco, L.R.Domingo, R.J.Zaragoza, H.Roper|2000|J.Org.Chem.|65|7000|doi:10.1021/jo0009651
CCDC 210749: Experimental Crystal Structure Determination
Related Article: J.A.Marco, M.Carda, S.Diaz-Oltra, J.Murga, E.Falomir, H.Roeper|2003|J.Org.Chem.|68|8577|doi:10.1021/jo035159j
CCDC 269222: Experimental Crystal Structure Determination
Related Article: S.Diaz-Oltra, J.Murga, E.Falomir, M.Carda, G.Peris, J.A.Marco|2005|J.Org.Chem.|70|8130|doi:10.1021/jo051307p
CCDC 620478: Experimental Crystal Structure Determination
Related Article: P.Alvarez-Bercedo, J.Murga, M.Carda, J.A.Marco|2006|J.Org.Chem.|71|5766|doi:10.1021/jo060314q
CCDC 182335: Experimental Crystal Structure Determination
Related Article: M.Carda, S.Rodriguez, B.Segovia, J.A.Marco|2002|J.Org.Chem.|67|6560|doi:10.1021/jo025813f
CCDC 269772: Experimental Crystal Structure Determination
Related Article: S.Diaz-Oltra, J.Murga, E.Falomir, M.Carda, G.Peris, J.A.Marco|2005|J.Org.Chem.|70|8130|doi:10.1021/jo051307p
CCDC 223372: Experimental Crystal Structure Determination
Related Article: J.Murga, P.Ruiz, E.Falomir, M.Carda, G.Peris, J.A.Marco|2004|J.Org.Chem.|69|1987|doi:10.1021/jo0356356
CCDC 148165: Experimental Crystal Structure Determination
Related Article: M.Carda, R.Portoles, J.Murga, S.Uriel, J.A.Marco, L.R.Domingo, R.J.Zaragoza, H.Roper|2000|J.Org.Chem.|65|7000|doi:10.1021/jo0009651
CCDC 617560: Experimental Crystal Structure Determination
Related Article: J.Garcia-Fortanet, J.Murga, M.Carda, J.A.Marco|2006|Org.Lett.|8|2695|doi:10.1021/ol060669w