122888-36-2Relevant articles and documents
STRIKING INFLUENCE OF THE REACTION CONDITIONS ON THE STEREOSELECTIVITY IN ELECTROPHILIC SUBSTITUTION OF A 10-LITHIO-ERGOLINYL-UREA
Sauer, Gerhard,Schroeter, Bernd,Kuenzer, Hermann
, p. 6429 - 6432 (2007/10/02)
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.