Evolution of a Synthetic Strategy: Total Synthesis of (±)-Welwitindolinone A Isonitrile
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https://figshare.com/articles/dataset/Evolution_of_a_Synthetic_Strategy_Total_Synthesis_of_Welwitindolinone_A_Isonitrile/2957809
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资源简介:
An efficient and highly stereoselective total synthesis of the natural product (±)-welwitindolinone
A isonitrile (1) is described. The bicyclo[4.2.0]octane core of 1 was established by a regio- and
diastereoselective [2+2] ketene cycloaddition. The C12 quaternary center and vicinal stereogenic chlorine
were installed in a single operation with excellent stereocontrol via a chloronium ion mediated semipinacol
rearrangement. Described strategies for construction of the spiro-oxinole include a SmI2−LiCl mediated
reductive cyclization and a novel anionic cyclization that simultaneously constructs the spiro-oxindole and
vinyl isonitrile moieties.
创建时间:
2016-06-03



