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. Author manuscript; available in PMC: 2011 Oct 15.
Published in final edited form as: Org Lett. 2010 Oct 15;12(20):4624–4627. doi: 10.1021/ol1019629

Table 1.

Additions of Achiral Allenylsilanes to Tri-O-acetyl-D-glucal

graphic file with name nihms236689u2.jpg
Allene R Yielda drb product
4a Me 93 >20:1 5a
4b Et 88 >20:1 5b
4c Ph 54 >20:1 5c
4d CH2CO2Me 65 >20:1 5d
a

Isolated yield after chromatographic purification.

b

Diastereomeric ratios determined by 1H NMR analysis of crude material.