183310-90-9Relevant articles and documents
Molecular editing of kinase-targeting Resorcylic Acid Lactones (RAL): Fluoroenone RAL
Jogireddy, Rajamalleswaramma,Barluenga, Sofia,Winssinger, Nicolas
, p. 670 - 673 (2010)
(Chemical Equation Presented) Molecular editing: The resorcylic acid lactones (RAL) are known small-molecule irreversible inhibitors of select kinases, and represent a unique pharmacophore with potential for further development in kinase research. The bas
The total synthesis of D-chalcose and its C-3 epimer
Sun, Jun,Fan, Song,Wang, Zhan,Zhang, Guoning,Bao, Kai,Zhang, Weige
, p. 2620 - 2624 (2014/01/06)
We completed a new and efficient synthesis of D-chalcose (I) and the first synthesis of its C-3 epimer (I') in nine steps with overall yields of 23% and 24%, respectively. The key steps in the sequence were the formation of the stereocenter on C3 via Grignard reaction, the introduction of the stereogenic center on C2 by Sharpless asymmetric dihydroxylation, the protection of the C1 and C2 hydroxy groups with tert-butyldimethylsilyl trifluoromethanesulfonate (TBSOTf), and the selective cleavage of the primary OTBS ether using catalytic DL-10-camphorsulfonic acid (CSA) in MeOH.
First total syntheses of (3 R,5 R)-sonnerlactone and (3 r,5 s)-sonnerlactone
Thirupathi, Barla,Gundapaneni, Raghava R.,Mohapatra, Debendra K.
supporting information; experimental part, p. 2667 - 2670 (2011/12/04)
First total syntheses of the macrocyclic natural products (3R,5R)-sonnerlactone and (3R,5S)-sonnerlactone, two new metabolites isolated from the endophytic fungus strain Zh6-B1, have been accomplished in eleven steps with 22% overall yield starting from enantiomerically pure (R)-propylene oxide prepared by hydrolytic kinetic resolution. Other key steps are Sharpless epoxidation, reductive elimination of iodo epoxide, and ring-closing-metathesis reaction for the construction of the macrolactone. Georg Thieme Verlag Stuttgart · New York.
