Convergent synthesis of pancratistatin from piperonal and xylose
JH Dam, R Madsen
Index: Dam, Johan Hygum; Madsen, Robert European Journal of Organic Chemistry, 2009 , # 27 p. 4666 - 4673
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Citation Number: 12
Abstract
Abstract A synthesis of the antitumour agent pancratistatin is described from piperonal and D- xylose. Piperonal is converted into cinnamyl bromide 11 while methyl 5-iodoribofuranoside 12 is derived from xylose. The allylic bromide and the iodocarbohydrate are combined in a zinc-mediated tandem reaction to afford a highly functionalised 1, 7-diene, which is then converted into the corresponding cyclohexene by ring-closing olefin metathesis. ...
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