posted on 2017-03-29, 21:19authored byBastian Milde, Martin Pawliczek, Peter G. Jones, Daniel B. Werz
The enantioselective
synthesis of (+)-lysergol was completed in
12 steps and an overall yield of 13% starting from a known literature
precursor. The key step relies on a domino reaction containing a formal anti-carbopalladation, which is terminated by a β-silyl-directed
Heck reaction. During this transformation, the two six-membered rings
of the ergot scaffold are formed in a completely stereospecific manner.