Table 2.

Stereospecific Suzuki Cross-coupling of Alkyl α-Cyanohydrin Triflates.^a

entry	α-cyanohydrin	boronic acid	adduct	cat. (mol%)	temp (°C) /time (h)	yield (%)b
1		2		A	40/20	91 (98% ee)
2				A	40/24	93 (94% ee)
3	1			B	21/20	74
4	1			A	21/48	82
5	1			A	40/20	51c
6	1			A	40/20	76
7	1			B	21/20	68
8	1			A	40/20	94
9		2		B	21/20	31
10		2		B	21/20	78
11	1			A	40/36	21
12	1			A	40/20	56
13		9		C	40/24	84 (80% ee)

^aReaction conditions: triflate/mesylate (0.15 mmol), boronic acid (0.3 mmol), Pd catalyst (5 mol%), and KF (0.6 mmol) in toluene (2 mL)/H₂O (10 µL).

^bEnantiomeric excess determined by chiral HPLC.

^cUsing K₃PO₄·H₂O (0.6 mmol) instead of KF; same conditions using KF (0.6 mmol) gave 33% yield.