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. Author manuscript; available in PMC: 2008 Dec 5.
Published in final edited form as: J Am Chem Soc. 2006 Jan 11;128(1):8–9. doi: 10.1021/ja054871q

Table 2.

Alkynylation of Aromatic Aldehydes

graphic file with name nihms63214t2.jpg
entry R1 R2 yield%a ee%b,c
1 2-NO2 Ph 84 92
2 3-NO2 Ph 91 68
3 4-NO2 Ph 78 83
4 H Ph 95 81
5 C4H4 (2-naphth) Ph 89 75
6 2,4-(OCH3)2-3-CH3 Ph 87 92
7 2,6-(OCH3)2 Ph 87 99
8 4-OCH3 TMS 74 85
9 2,6-(OCH3)2 TMS 79 97
10 2-Furyl TMS 81 84
11 2-OCH3 −CH2OCH3 86 84
12 2-OCH3 −CO2Et 95 82
a)

Isolated yield.

b)

ee determined by chiral HPLC

c)

absolute configuration determined by comparison with known compounds.2