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Key Step to Hirsutene

A key step in the total synthesis of ( )-hirsutene was the acid catalysed (p-TsOH/CH 2CI2/RT) cyclisation of 1 to 2, which proceeded in 95% yield and gave a 10 1 mixture of epimers at C4 (the major epimer was 2). [Pg.29]

Give a mechanism for this transformation which accounts for the observed stereochemistry. [Pg.30]


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