Table 1. Optimization of the Reaction Conditions^a,^b.

run	xc	iodination reagent	solvent	yield of 7a (%)	yield of 8 (%)
1	1.5	NIS (1.5 equiv)	acetone	80	28
2	1.5	NIS (1.5 equiv)	CH2Cl2	77	11
3	1.5	NIS (1.5 equiv)	EtOAc	80	18
4	1.5	NIS (1.5 equiv)	toluene	0	0
5	1.5	NIS (1.5 equiv)	Et2O	98	10
6	1.5	NIS (1.5 equiv)	MTBE	99	12
7	1.5	NIS (1.1 equiv)	MTBE	99	7
8	1.1	NIS (1.1 equiv)	MTBE	99	2
9	1.1	NIS (1.0 equiv)	MTBE	99	2
10	1.5	I2 (0.75 equiv)	MTBE	36	42

^aReactions conducted with 0.2 mmol of 2 (0.2 M) and using a 0.85–1.10 M solution of 1 in Et₂O.

^bYields determined by ¹H NMR with CH₂Cl₂ as the internal standard. MTBE denotes methyl tert-butyl ether.

^cNumber of equivalents of 1.