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. Author manuscript; available in PMC: 2007 May 14.
Published in final edited form as: J Am Chem Soc. 2006 Jul 26;128(29):9302–9303. doi: 10.1021/ja062637

Table 1.

Evaluation of Metal Alkoxides

graphic file with name nihms16459f6.jpg

entry R–M result anti:syna
1 MeAlCl2 no reaction n.a.
2 n-BuLi 40% of 11b n.a.
3 Bu3La 58% of 11c n.a.
4 EtMgBr 71% of 3ac 6:1
5 EtMgBr 97% of 3ac,d 10:1
a

Determined by 1H NMR spectroscopy.

b

1H NMR yield versus an internal standard.

c

Isolated yield.

d

Reaction solvent: 2:1 THF/CH2Cl2.