Enantioselective Synthesis of Spliceostatin G and Evaluation of Bioactivity of Spliceostatin G and Its Methyl Ester
Published on 2017-12-07T20:40:27Z (GMT) by
An enantioselective total synthesis of spliceostatin G has been accomplished. The synthesis involved a Suzuki cross-coupling reaction as a key step. The functionalized tetrahydropyran ring was constructed from commercially available optically active tri-<i>O</i>-acetyl-d-glucal. Other key reactions include a highly stereoselective Claisen rearrangement, a Cu(I)-mediated 1,4 addition of MeLi to install the C8 methyl group, and a reductive amination to incorporate the C10 amine functionality of spliceostatin G. Biological evaluation of synthetic spliceostatin G and its methyl ester revealed that it does not inhibit splicing in vitro.
Cite this collection
Ghosh, Arun K.; Reddy, Guddeti Chandrashekar; MacRae, Andrew J.; Jurica, Melissa S. (2017): Enantioselective Synthesis of Spliceostatin G and
Evaluation of Bioactivity of Spliceostatin G and Its Methyl Ester. ACS Publications. Collection.