Table 2.

Synthesis of a variety of different N-allyl carbamates.

entrya	Nu-H	time (h)	b:lb	yield (%)c	ee (%)d
1	FmocNH2	21	83:17	57	94
2	CbzNH2	9	80:20	74	97
3e	TrocNH2	10	96:4	80	95
4	TeocNH2	10	80:20	73	98
5e	2-oxazolidinone	12	99:1	72	99

^aGeneral conditions: 0.7 mmol BocNH₂, 0.5 mmol tert-butyl cinnamyl carbonate, 0.02 mmol 1d, 0.25 mmol K₃PO₄, and 10 µL dodecane in 0.5 mL ether. Reactions were heated to 30 °C. Results are an average of two runs.

^bDetermined by NMR analysis of the crude reaction mixture or by isolation.

^cIsolated yield of branched product.

^dDetermined by chiral HPLC analysis, see Supporting Information for details.

^eDBU (0.1 mmol) was used in place of K₃PO₄.