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. Author manuscript; available in PMC: 2021 Mar 22.
Published in final edited form as: Angew Chem Int Ed Engl. 2020 Oct 6;60(13):6864–6878. doi: 10.1002/anie.202007001

Table 3.

Synthesis of isochromans and tethrahydroisoquinolines by enantioselective C–H insertion

graphic file with name nihms-1652543-t0003.jpg
entry R1 R2 R3 X catalyst # examples yield (%) dr (cis.trans) er ref.
1 Ar,[a] CH3 Ar,[b] alkyl, alkenyl, propargyl H NA [Rh], 17 18 54–98 >95:5 63:37 to >99.5:0.5 60
2 Ph PMP, alkenyl Ph, CH3 NA [Rh], 22, 15 3 60–70 >95:<1 :<1 :<1 NA 60
3 Ph NA H O, CH2 [Rh], 17 3 54–83 >95:5 94:6 to 99:1 60
[a]

Ar = Ph, substituted Ph, 3-pyridyl.

[b]

Ar = Ph, substituted Ph