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. Author manuscript; available in PMC: 2020 Oct 14.
Published in final edited form as: J Am Chem Soc. 2015 Dec 7;137(49):15410–15413. doi: 10.1021/jacs.5b11129

Table 1.

Tether-Controlled Polycyclization

graphic file with name nihms-993091-t0005.jpg
entry conditions ratioa
1 14, Fe(acac)3, PhSiH2(Oi-Pr), (CH2CI)2/ (CH2OH)2, 0 °C 5.0 (16) : 1.0 (17)
2 14, Fe(acac)3, PhSiH2(Oi-Pr), (CH2CI)2/ (CH2OH)2, −20 °C 7.1 (16) : 1.0 (17)
3 14, Fe(acac)3, PhSiH2(Oi-Pr), (CH2CI)2/ (CH2OH)2, 23 °C 3.1 (16) : 1.0 (17)
4 14, Fe(acac)3, PhSiH2(Oi-Pr), EtOH, 0 °C 1.5 (16): 1.0 (17)
5 18, Fe(acac)3, PhSiH2(Oi-Pr), (CH2CI)2 / (CH2OH)2, 0 °C 1.6 (19): 1.0 (20)
6 18, Fe(acac)3, PhSiH2(Oi-Pr), (CH2CI)2 / (CH2OH)2, 23 °C 1.9 (19) : 1.0 (20)
7 18, Fe(acac)3, PhSiH2(Oi-Pr), EtOH, 0 °C 1.0 (19) : 1.4 (20)
a

According to integration of aldehyde peaks in 1H NMR spectra of crude reaction mixtures.