Table 1.

Effect of [1.1.1]propellane (1) equivalents relative to SF₅Cl on selectivity^a.

entry	1 (equiv)	4 (% yield)b	2 (% yield)b	4:2
1	1.0	49%	4%	12:1.0
2	2.0	74%	22%	3.4:1.0
3	3.0	44%	29%	1.5:1.0
4	4.0	54%	40%	1.3:1.0
5	6.0	48%	45%	1.1:1.0
6	8.0	43%	53%	1.0:1.3
7	10	32%	51%	1.0:1.6
8	20	24%	72%	1.0:3.0
9 c	6.0	30%	63% (51%) d	1.0:2.1

^aA 0.1 M solution of SF₅Cl in n-pentane (0.1 mmol) was added to a 0.8 M solution of [1.1.1]propellane in Et₂O under Ar atmosphere and stirred at rt for 3 h. ^bYield determined by ¹⁹F NMR; ^cSF₅Cl was added portion-wise. ^dIsolated yield.