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. Author manuscript; available in PMC: 2020 Sep 11.
Published in final edited form as: J Am Chem Soc. 2019 Aug 29;141(36):14136–14141. doi: 10.1021/jacs.9b08715

Table 2.

Diastereo- and enantioselective iridium-catalyzed hydrohydroxyalkylation of phthalimido-allene 1 with alcohols 2a-2z, 2a′−2c′ to form 1,2-amino alcohols 3a-3z, 3a′−3c′.a

graphic file with name nihms-1048113-t0013.jpg
a

Yields are of material isolated by silica gel chromatography. Diastereoselectivities were determined by 1H NMR of crude reaction mixtures. Enantioselectivities were determined by chiral stationary phase HPLC analysis. Standard conditions: 0.2 mmol scale, 48 h. See Supporting Information for experimental details. b72 h, cIr-V, dIr-VI (7.5 mol%).