Fig. 3: Scope of the diastereodivergent reductive hydroalkenylation of enyne by NHC-Ni(0) catalyst and 1-phenylethanol.
From: NHC-Ni catalyzed 1,3- and 1,4-diastereodivergent heterocycle synthesis from hetero-substituted enyne

See Methods section for hydroalkenylation procedure; see Tables 1 and 2 for Eqs. (1) and (2). Product syn:anti-selectivity was determined by NMR, yield of desired product in relative configuration is in parenthesis. a By GCMS. b 2 h addition, to suppress oligomerization. c 20 mol% catalyst. d IPrMe was used instead of IPr. e enyne: alcohol = 1:1.5, to avoid undesired enyne direct reduction. f 3 equiv. of NaBH4, to avoid acetophenone insertion (from the 1-phenylethanol).