Table 3.

Substrate Scope for Congested Couplings^a

entry	allyl boronate	product	yield (%)	regio	er
1			94	>20:1	98:2
2			90	>20:1	98:2
3			92	5:1	96:4
4			85	>20:1	97:3
5			96	>20:1	98:2 (2:1 dr)
6b			92	>20:1	98:2 (3:1 dr)
7c			74	5:1	>99:1 (4:1 dr)
8d			90	>20:1	99:1 er (3:1 dr)
9			<5	-	-
10			<5	-	-
11e			<5	-	-

^aUnless otherwise noted reactions were run at 0.5 M concentration of the electrophile with 1.2 equiv of the allylboron reagent. Yield refers to isolated yield of purified material. Enantiomer ratios were determined by GC or SFC analysis on a chiral stationary phase. Diastereomer ratios were determined by ¹H NMR analysis. All yield, er and dr values reported are the average of two or more experiments.

^bReaction run with 10 equiv CsF for 24 h.

^cReaction run in 10:1 THF/H₂O.

^dReaction run at 60 °C, 0.1% catalyst loading with 0.05 equiv CsF for 4 h.

^eReaction run in 10:1 THF/H₂O with 1% (S,S)-QuinoxP*PdCl₂ in place of (R)−4.