Table 2.

Enantioselective iridium catalyzed reductive coupling of branched allylic acetates 1a–1o with formaldehyde to form primary homoallylic alcohols 2a–2o.^a

^aYields are of material isolated by silica gel chromatography. Enantioselectivities were determined by chiral stationary phase HPLC analysis. 2k, 8 h. 2l, 10 h. See Supporting Information for further experimental details.

^b80 °C.

^c70 °C.

^dThe catalyst modified by (S)-DM-SEGPHOS was used.

^eIsolated as the 4-nitrobenzoate due to volatility.