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Stereocontrolled total synthesis of pancratistatin
Sanghee Kim1, Hyojin Ko, Eunkyung Kim
1Natural Products Research Institute, Seoul National University, 28 Yungun, Jongro, Seoul 110-460, Korea.
Organic Letters
|April 13, 2002
Abstract:
A new total synthesis of the antitumor alkaloids, pancratistatin (1), has been accomplished from readily available staring materials. The Claisen rearrangement of dihydropyranethylene 5 was employed to construct the A and C rings. Stereo- and regiocontrolled functional group interchange, such as iodolactonization, dihydroxylations, and a cyclic sulfate elimination reaction, allows for the production of the target natural product. [reaction: see text]