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. Author manuscript; available in PMC: 2010 Jul 9.
Published in final edited form as: Synthesis (Stuttg). 2008 Oct 1;2008(19):3148–3154. doi: 10.1055/s-2008-1067259

Table 2.

Stereoselectivity in pinacol cyclization of 6 under modified conditions: 6 eq SmI2, THF, −78 °C; sat. aq. NaHCO3, −78 °C; warm to 20 °C.

Compound R Ratio 7 : 8
6a TIPS >20:1
6c TBS 2.9:1
6d TES 2.7:1
6g PMB 1:1