Skip to main content
. Author manuscript; available in PMC: 2019 Feb 13.
Published in final edited form as: J Am Chem Soc. 2018 Mar 21;140(13):4512–4516. doi: 10.1021/jacs.8b02119

Table 2.

Redical Cyclization Optimization

graphic file with name nihms-1010033-t0012.jpg

entry cat. loading H2 DBU solventa 8 : 9 : 10 : 11c
1 0% 90 psig 2 eq. THF 60 : nd : 40 : nd
2 15% 0 psig 2 eq. THF 60 : 24 : nd : 16
3 15% 15 psig 2 eq. THF 58 : 13 : nd : 30
4 15% 40 psig 2 eq. THF 54 : nd : 13 : 34
5 15% 90 psig 2 eq. THF nd : 10 : nd : 90
6 15% 90 psig 1 eq. THF 37 : nd : nd : 63
7 15% 90 psig 0 eq. THF 86 : nd : nd : 14
8 15% 90 psig 2 eq. MeCN 24 : 42 : nd : 34
9 15% 90 psig 2 eq. THF (dil.)b nd : nd : nd : 100
10 0% 0 psig 2 eq. THF 61 : nd : 39 : nd

All reactions run overnight at r.t.

a

Concentration: 50 mM in substrate

b

Concentration: 10 mM in substrate

c

Given as percentages; all crude yields were within 5% expected mass, ratios determined by 1H NMR analysis