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. Author manuscript; available in PMC: 2021 Feb 6.
Published in final edited form as: Chemistry. 2020 Jan 28;26(8):1742–1747. doi: 10.1002/chem.201904822

Table 3.

Tertiary ether stereocenter formation.

graphic file with name nihms-1590001-t0003.jpg
Entry[a] Ligand R’ = R= T [°C] Yield [%] ee [%]
1[b] Bn (5 a) Me 0 29 34
2[b] Ph (5 b) Me 0 86 15
3[b] tBu (5d) Me 0 87 −38
4 tBu (5d) Me −78 to −28 87 −67
5 tBu (5d) Et −78 to −28 91 −65
5 tBu (5d) iPr −78 to −28 88 −54
7 tBu (5d) tBu −78 to −28 15 −60
[a]

See the Supporting Information for detailed procedures.

[b]

Conducted in a two-step process in toluene, see procedure 1 in the Supporting Information for details.