Enantiospecific total synthesis of indole alkaloids (+)-eburnamonine, (−)-aspidospermidine and (−)-quebrachamine

Nidhiry, John Eugene; Prasad, Kavirayani R.

Enantiospecific total synthesis of indole alkaloids (+)-eburnamonine, (−)-aspidospermidine and (−)-quebrachamine

2013

Nidhiry, John Eugene | Prasad, Kavirayani R.

An enantiospecific total synthesis of indole alkaloids eburnamonine, aspidospermidine and quebrachamine is described from lactic acid. Synthesis of all three alkaloids is accomplished from a single chiral building block. Johnson–Claisen rearrangement of a chiral allyl alcohol is the main feature for the installation of the required quaternary centre.

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