Author Topic: Cobalt-Catalyzed Total Synthesis of (±)-LSD  (Read 2850 times)

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pHarmacist

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Cobalt-Catalyzed Total Synthesis of (±)-LSD
« on: January 30, 2003, 04:47:00 PM »
Abstract: Cocyclization of 4-ethynyl-3-indoleacetonitriles with alkynes in the presence of CpCo(CO)2 gives rise to the ergoline derivatives 6-9, two of which were transformed into racemic lysergene and LSD, respectively.

See full-text at:

http://pharmacist8.tripod.com/ergot.pdf



Reference: Synlett 1994; 487-489


YourMomma7111

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That paper is elegant & beautiful!
« Reply #1 on: February 03, 2003, 08:35:00 AM »
Note that, in conversion from compound 9 to compound 10, one could substitute CF3SO3Et in THF at O degrees Celsius and end up with ETH-LAD (alkyl N-ethylated LSD-025) instead of LSD, which is a much dirtier drug than the former, although on a microgram to microgram scale the two are of about equipotentcies.

EtHeRpEeKeR

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Yessiree, went right over my head,
« Reply #2 on: February 11, 2003, 02:52:00 AM »