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. Author manuscript; available in PMC: 2013 Nov 26.
Published in final edited form as: Organometallics. 2012 Sep 19;31(22):7823–7826. doi: 10.1021/om300790t

Table 3.

Additions to β-Substituted Acyclic Dienones: Scopea

graphic file with name nihms-409246-t0009.jpg

entry allylsilane product yield (%);b Z:E c erd
1e graphic file with name nihms-409246-t0010.jpg 81 93:7 >99:1
2 81 95:5 99:1
3 75 91:9 >99:1
4 graphic file with name nihms-409246-t0011.jpg 85 89:11 >99:1
5 72 89:11 >99:1
6 graphic file with name nihms-409246-t0012.jpg 73 >98:2 >99:1
7f 69 >98:2 99:1
a

Reactions performed under N2 atm; >98% conv, <2% α,β-unsaturated carbonyl product, and >98% 1,6-addition in all cases.

b

Yields of purified products (±5%).

c

Determined by analysis of 400 MHz 1H NMR spectra of unpurified mixtures (±2%).

d

Determined by HPLC analysis; er values correspond to the Z alkene product.

e

Reaction time = 6.0 h.

f

Performed at −50°C for 48 h. See the SI for details.