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. Author manuscript; available in PMC: 2014 Jun 9.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Jan 29;53(7):1910–1914. doi: 10.1002/anie.201309456

Table 2.

Multicomponent catalytic reactions with α-alkenylaluminum reagents.[a]

graphic file with name nihms583462t12.jpg

Entry graphic file with name nihms583462t13.jpg ECA
conv. [%][b]
Prod. Carbomet./acyl. yield [%];[c]
ECA yield [%][d]
e.r.[e]
1 graphic file with name nihms583462t14.jpg >98 4a 80; 82 99:1
2 graphic file with name nihms583462t15.jpg >98 4b 40; 95 97.5:2.5
3 graphic file with name nihms583462t16.jpg >98 4c 88; 88 99:1
4 graphic file with name nihms583462t17.jpg 88 4d 60; 48 99:1
5 graphic file with name nihms583462t18.jpg >98 4e 80; 95 98:2
6 graphic file with name nihms583462t19.jpg >98 4 f 80; 80 97:3
7 graphic file with name nihms583462t20.jpg >98 4g 80; 97 98:2
8 graphic file with name nihms583462t21.jpg >98 4h 80; 71 99:1
9 graphic file with name nihms583462t22.jpg >98 4i 40; 81 98:2
10 graphic file with name nihms583462t23.jpg >98 4j 63; 95 99:1
11 graphic file with name nihms583462t24.jpg >98 4k 62; 87 95:5
12 graphic file with name nihms583462t25.jpg >98 4l 80; 85 97.5:2.5
13 graphic file with name nihms583462t26.jpg >98 4m 61; 83 92:8
[a]

Reactions were performed under N2 atmosphere; enones generated with >98% E selectivity in all cases.

[b]

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

[c]

Yield of isolated and purified products (±5%).

[d]

Determined by HPLC analysis; see the Supporting Information for details.

[e]

NHC-Ag complex 1a was used as catalyst precursor.

TBS = tert-butyl-(dimethyl)silyl.