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. 2016 Apr 27;12:813–824. doi: 10.3762/bjoc.12.80

Table 5.

Reactions of various aldehydes with propiophenone metal enolate (reaction time: 2 h, reaction temperature: 25 °C).

Entry Product Aldehyde Yield of 5 [%]

AlCl3 InCl3 SnCl4 ZrCl4

1 5b Inline graphic
3b
14 47 34 40
2 5c Inline graphic
3c
44 94 36 60a
3 5d Inline graphic
3d
17 72 45
4 5e Inline graphic
3e
50 28a 45
5 5f Inline graphic
3f
13b 55 29b
6 5g Inline graphic
3g
62 66
7 5h Inline graphic
3h
50 51
8 5i Inline graphic
3i
c 53 c c
9 5jd Inline graphic
3j
35 30
10 5k Inline graphic
3k
e e
11 5l Inline graphic
3l
f f

aRef. [37]. bAdditionally 10% (Al) and 20% (Zr) of 5a are formed. cThe reaction was not carried out. d1,4-Bis-(2,4-dimethyl-3,5-diphenyl-3,5-dihydroxytetrahydropyranyl)-benzene. eInseparable mixture. fNo reaction.