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. Author manuscript; available in PMC: 2014 Mar 12.
Published in final edited form as: European J Org Chem. 2010 Jan;2010(3):391–409. doi: 10.1002/ejoc.200901094

Table 4.

graphic file with name nihms-465354-t0059.jpg

entry imine unsaturated
alkoxide
yield[a]
[%]
major regioisomer
1 graphic file with name nihms-465354-t0060.jpg graphic file with name nihms-465354-t0061.jpg 65 graphic file with name nihms-465354-t0062.jpg
2 100 103;R=Et 60 104;R=Et
3 100 105;R=iPr 53 106;R=iPr
4 100 107; R = TMS 55 108; R = TMS
[a]

Reaction conditions: Ti(OiPr)4, cC5H9MgCl, Et2O, −78 to −40 °C, then add unsaturated alkoxide (−40 to 0 °C), quench with sat. NH4Cl(aq).