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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 1.

Alkynylation of Aromatic Aldehydes

graphic file with name nihms63214t1.jpg
entry R [alkyne] Temp time (hours) yield%a ee%b
1 Ph 0.2 M rt 48 77 83
2 Ph 0.2 M −20 °C 45 60 77
3 TMS 0.2M 3 °C 21 35 85
4 TMS 0.3M 3 °C 21 50 85
5 TMS 0.5M 3 °C 24 74 85
6 TMS 1.0M 3 °C 21 87 75
a)

Isolated yield.

b)

ee determined by chiral HPLC, absolute configuration determined by comparison with known compounds.2