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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 7.

Au(I)-catalyzed hydroamination/cyclization of N-carbamoyl allenes28

Entrya Substrate Conditions Product Yield
(%)
ee
(%)
1 graphic file with name nihms-184896-t0067.jpg A graphic file with name nihms-184896-t0068.jpg 97 81
2 graphic file with name nihms-184896-t0069.jpg B graphic file with name nihms-184896-t0070.jpg 99 34
3 graphic file with name nihms-184896-t0071.jpg C graphic file with name nihms-184896-t0072.jpg 83 91
4 graphic file with name nihms-184896-t0073.jpg A graphic file with name nihms-184896-t0074.jpg 98 50
a

Conditions: A = 2.5 mol% [(S)-DTBM-MeOBIPHEP]Au2Cl2, 5 mol% AgClO4, 0.30 M in toluene, −40 °C, 24 h; B = same as A except −20 °C; C = same as A except 0 °C, 24 h then rt, 24 h.

graphic file with name nihms-184896-t0075.jpg