Scheme 3 - Structures of compounds used in the present study.

From the following article

Structural and mechanistic insights into polyketide macrolactonization from polyketide-based affinity labels

John W Giraldes, David L Akey, Jeffrey D Kittendorf, David H Sherman, Janet L Smith & Robert A Fecik

Nature Chemical Biology 2, 531 - 536 (2006) Published online: 10 September 2006

doi:10.1038/nchembio822

BACK TO ARTICLE
Unfortunately we are unable to provide accessible alternative text for this. If you require assistance to access this image, or to obtain a text description, please contact npg@nature.com

(a) Structures of the three candidate affinity labels. (b) Synthesis of triketide phosphonates 11, 12 and 13. Reagents: a, CS2, KOH, H2O, 86%; b, n-BuLi, EtCOCl, 93%; c, EtCHO, TiCl4, NMP, (–)-sparteine, 98%; d, 2,6-lutidine, TESOTf, 95%; e, (PhO)2P(O)Me, LiHMDS, 90%; f, CSA, 87%; g, Zn(BH4)2, 83%; h, Me2C(OMe)2, p-TsOH, 98%; i, 2.5% aq. Na2CO3, 4%. Bn, benzyl; CSA, camphorsulfonic acid; HMDS, hexamethyldisilazide; NMP, N-methylpyrrolidone; Ph, phenyl; TES, triethylsilyl; Tf, trifluoromethanesulfonyl.

Figures, schemes and tables index
BACK TO ARTICLE