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. Author manuscript; available in PMC: 2010 Jun 24.
Published in final edited form as: J Am Chem Soc. 2009 Jun 24;131(24):8434–8445. doi: 10.1021/ja809821x

Table 1.

One-Pot Synthesis of (Z)-Trisubstituted Allylic Alcohols

graphic file with name nihms120473f12.jpg
entry R1 R2 R3CHO yield (%) product
1 n-Bu Et CH2O 70a 1
2 CH2OBn Et CH2O 61a 2
3 n-Bu Et Me2CHCH2CHO 61 3
4 (CH2)2OTBDPS Et Me2CHCH2CHO 71 4
5 (CH2)2OTBDPS Et p-Cl-C6H4-CHO 84 5
6 CH2OBn Et p-Cl-C6H4-CHO 65 6
7 (CH2)2OTBS Et p-Me-C6H4-CHO 82 7
8 (CH2)2OTBS Et p-Cl-C6H4-CHO 84 8
9 n-Bu Cy p-Me-C6H4-CHO 60 9
10 n-Bu Cy o-MeO-C6H4-CHO 63 10
a

Two equiv para formaldehyde added without removal of the volatile materials.