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. Author manuscript; available in PMC: 2012 Apr 20.
Published in final edited form as: Angew Chem Int Ed Engl. 2011 Nov 23;51(1):222–226. doi: 10.1002/anie.201106162

Table 4.

Scope of olefins in the [3+2] cycloaddition.

Entry Substrate Olefin Product[a] t [h] Yield [%][b]
d.r.[c]
1[d] 1a graphic file with name nihms-362830-t0026.jpg graphic file with name nihms-362830-t0027.jpg 2 52
1:1
2 5d graphic file with name nihms-362830-t0028.jpg graphic file with name nihms-362830-t0029.jpg 12 30 (67)[e]
>25:1
3 5a graphic file with name nihms-362830-t0030.jpg graphic file with name nihms-362830-t0031.jpg 6 72
3:1
4 1a graphic file with name nihms-362830-t0032.jpg graphic file with name nihms-362830-t0033.jpg 6 82
2:1
5 1a graphic file with name nihms-362830-t0034.jpg graphic file with name nihms-362830-t0035.jpg 6 40
2:1
[a]

Only the major diastereoisomer shown.

[b]

Combined yield of the two isomers after chromatography.

[c]

Determined by 1H NMR analysis of the crude products.

[d]

Two isomers shown.

[e]

Based on recovered 5d.