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. Author manuscript; available in PMC: 2014 May 8.
Published in final edited form as: J Am Chem Soc. 2013 Apr 24;135(18):6830–6833. doi: 10.1021/ja402916z

Table 1.

Reaction optimization.

graphic file with name nihms-472684-t0006.jpg

Entry Pd/Cu/ligand
(mol%)		 2
(equiv.)		 3Å MS
(mg/mmol)		 conv.
(%)a 		yield
(%)a
1 5/5/11 2 -- 17 15
2 5/5/11 2 40 58 50
3 5/5/11 2 150 80 70
4 5/5/11 2 400 78 67
5 6/6/13 3 150 <99 82b (99:1 er)c
a

Determined by GC analysis using an internal standard.

b

isolated yield.

c

er value was determined with SFC after reducing the resulting aldehyde to the primary alcohol.