Diastereoselective Spirocyclization of C??(Alkyloxycarbonyl) formimines of 2??Substituted 1HIndole??3??ethanamines (= Tryptamines): Basic Studies. 5th Communication …
Abstract C-(Alkoxycarbonyl) formimines of type 15–18 were derived from the 2-substituted tryptamines 2, 9, 10, and 11 and transformed with tosyl chloride into tricyclic 3-spiroindoles of types 19–22 (Scheme 3). The influence of the homochiral alkoxy moieties A–D on the stereochemical outcome of this reaction was studied. Good-to-excellent diastereoselectivities were observed with the (−)-8-(phenylmenth-3-yl) oxy group (B) as ...
