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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

Scheme 2.

Scheme 2

Additions of Enantioenriched Allenylsilanes to Tri-O-acetyl-D-glucal and galactala

a.Reaction conditions: TMSOTf (1.0 equiv) was added to a solution of allenylsilane (1.0 equiv) and carbohydrate (1.2 equiv) in MeCN (0.5 M) at −40 °C and stirred for 1 hour. b. Isolated yields after chromatographic purification. Diastereomeric ratios determined by 1H NMR analysis of crude material.