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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 7.

Stereoselective Si–H insertion reactions with donor/donor carbenes

graphic file with name nihms-1652543-t0007.jpg
entry R1 R2 R3 R4 dr er catalyst # examples yield (%) Ref.
1 Ar R1 alkyl, siloxy H NA 50:50 to 86:14[b] [Rh], 15 15 45–91 74
2 Ar Ar ≠ R1 H, alkyl, aryl H 61:39 to 95:5 61:3 to 95:5[b,c] [Rh], 15 9 55–95 74
3 Ar Ar ≠ R1 CH3, Et, siloxy R3 NA 68:32 to 99.5:0.5[c] [Rh], 25 49 36–96 75
[a]

Ar = Ph, substituted Ph, napthyl, indolyl.

[b]

er denotes chirality at silicon.

[c]

er denotes chirality at carbon.