Tetrahedron Letters p. 6429 - 6432 (1988)
Update date:2022-09-26
Topics:
Sauer, Gerhard
Schroeter, Bernd
Kuenzer, Hermann
The regioselectivity of the deprotonation of the 8α-ergolinyl-urea 1 (terguride) depends on the substituent at the indole nitrogen.A tert.-butyl-dimethylsilyl (TBDMS) protecting group facilitates the removal of the angular benzylic proton in position 10.The reaction of the 10-lithio compound 5 with electrophiles affords cis or trans fused products, depending on reagent and reaction conditions.
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