Table 1.

Nucleophile Screen with Me₃SiOTf

entry	Nu–SiMe3	Na	product	cis:transb,c	yield (%)d
1	7	1.8	2	6:94	96
2	8	6.2	3	10:90	95
3	9	8.2	4	71:29	83
4	10	9.0	5	85:15	93
5	11	10.2	6	89:11	96

^aN = nucleophilicity parameter; see ref 17.

^bDetermined by GC and ¹H NMR spectroscopic analysis of the unpurified reaction mixture.

^cDiastereoselectivities were independent of starting anomer ratio.

^dIsolated yield.