Table 1.

Palladium-catalyzed allylic substitution of 2-B(pin)-substituted allylic acetates.

Entry	Acetate		Nucleophile	Product		Yield (%)[c]
1		1a	NaCH(CO2Me)2		2a	81[a]
2		1a			2b	83[a]
3		1a	HNMeBn		2c	80[a]
4		1a			2d	79[a]
5		1a	BnNH2		2e	65[a]
6		1c			2f	60[a],[d]
7		1d			2g	45[b],[d],[e]
8		1f			2g	80[b],[d]
9		1d	NaCH(CO2Me)2		2h	51[a],[d]
10		1f	NaCH(CO2Me)2		2h	79[a],[d]
11		1g			2i	75[b],[d]
12		1g	CH2(CO2Me)2		2j	90[b],[d],[f]
13		1h	CH2(CO2Me)2		2k	92[b],[d],[f]
14		1j	CH2(CO2Me)2		2l	80[b],[d],[f]

^[a][Pd(allyl)Cl]₂.

^[b]Pd(OAc)₂.

^[c]Yield of purified and isolated products.

^[d]Regioselectivities ≥10:1 (except entry 6) and were determined by ¹H NMR spectroscopy of unpurified reaction mixtures.

^[e]BSA and catalytic KOAc were used.

^[f]30% recovered starting material.