Table 3. Chlorination of Secondary Alcohols Containing Various Functionalities and Protecting Groups.

entry	starting materiala	product	yield(b,c)
1			89%
2			87%
3			88%
4			82%
5			94%
6			82%
7			90%
8			84%
9			82%
10			85%

^aAlcohols 8d–j are racemic.

^bYield based on product isolated by flash chromatography.

^cIn most cases, a minor (<10%) elimination product was detected in the crude mixture by either GC-MS or ¹H NMR.