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. Author manuscript; available in PMC: 2010 Oct 20.
Published in final edited form as: Org Biomol Chem. 2009;7(15):3009–3019. doi: 10.1039/B907743J

Table 3.

Hydroamination/cyclization catalyzed by Shafer’s zirconium catalyst13

Entrya Substrate Product Yield (%)b ee (%)c
1 graphic file with name nihms-184896-t0029.jpg graphic file with name nihms-184896-t0030.jpg 80 93
2 graphic file with name nihms-184896-t0031.jpg graphic file with name nihms-184896-t0032.jpg 91 88
3 graphic file with name nihms-184896-t0033.jpg graphic file with name nihms-184896-t0034.jpg 88 74
a

Conditions: toluene at 110 °C, 10 mol% catalyst, 2–12 h.

b

Isolated yield.

c

Determined by NMR analysis following derivatization with (S)-(+)-Mosher’s acid chloride.

graphic file with name nihms-184896-t0035.jpg