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. Author manuscript; available in PMC: 2013 Aug 20.
Published in final edited form as: Angew Chem Int Ed Engl. 2012 Jul 16;51(34):8636–8639. doi: 10.1002/anie.201204047

Table 2.

Asymmetric alkynoate synthesis.

graphic file with name nihms422812t18.jpg

Entry R n Yield[a][%] d.r.[b] ee[c][%]
1 H 1 87 > 20:1 50
2 H 2 53 > 20:1 60
3 O(CH2)2O 2 49 > 20:1 46
4 H 3 69 > 20:1 70
[a]

Isolated yield.

[b]

Determined from 1H NMR of the crude reaction mixture.

[c]

Determined by chiral HPLC after hydrolysis of the disiloxyketal.