. Author manuscript; available in PMC: 2010 Mar 4.

Published in final edited form as: Tetrahedron Lett. 2009 Mar 4;50(9):995–998. doi: 10.1016/j.tetlet.2008.12.061

Table 2.

Reduction of acetophenone using different amount of borate 1.

Entry	Amount of 1 (%)	Yield (%)^a,^b	Ee (%)^c
1	10	83	99
2	5	90	99
3	2.5	93	99
4	1	91	99
5	0.5	92	98
6	0.25	93	97

The reduction was carried out with 0.7 equivalent of borane-DMS in THF at 25 °C (rt).

Isolated yield after distillation on Kugelrohr apparatus.

Determined by GC of acetate on chiral column.