Table 1.

Stability of vinyl ethers 1 a‐e and their decaging with tetrazine 2 a.

Vinyl	Yield[c]		Conv.	Stability[d]
ethers[a]	Alcohol	Pyridazine	[%]	[%]
1 a [b]	61	49	100	100[e]
1 b	68	65	73	100
1 c	57	72	100	77
1 d	50	47	56	100
1 e	65	50	100	n.d.[f]

[a] The reactions were performed in dichloromethane at room temperature with 1 equiv of vinyl ether (100 mm) 1 a–e and 2 equiv of tetrazine 2 a (200 mm) for 72 hours. [b] The reaction was complete after 40 hours. [c] Yield of isolated product. [d] The stability (as % of remaining starting compound) was assessed by HPLC in PBS pH 7.4 at 37 °C with a concentration of vinyl ether of 200 μm using acetophenone as an internal standard. [e] 10 % H₂O in DMF. [f] 1 e does not absorb in the UV. n.d.=not determined.