Table 1.

Formation and Trapping of a DNA-Conjugated Strained Allenes^a

#	5 [mM]	CsF [mM]	%DMSO	t [h]	3 [%]	6 [%]
1	15	50	25	24	100	0
2	15	50	50	24	97	3
3	15	50	75	24	0	100
4	100	1000	50	1	2	98
5	100	500	50	1	28	72
6	100	750	75	1	1	99
7	100	375	75	1	28	72
8	15	~6	90	1	0	100
9	15	~3	90	1	27	73
10	2	50	90	12	0	100
11	1	50	90	12	0	95
12	0.5	50	90	12	0	84

^aReactions were performed at room temperature with 3(0.5 nmol) in a total volume of 10 μL for the indicated time. Following ethanol precipitation, residual 3and newly formed 6were detected by UPLC-MS and quantified (%AUC) by integration of UV chromatograms (260 nm) considering DNA-species only. The relative configuration of the two newly formed stereogenic centers in 6indicates the expected major product as observed in off-DNA precedence.³⁷ For additional data, see SI, Table S1.