Table 5.

Palladium-Catalyzed Decarboxylative AAA of Substituted Allyl Enol Carbonates.^a

entry	substrate	time	productsb	yield	ee (dr)	yield and ee (dr) from preformed enolatec
1	8	4 h		89%	>99% ee	82%, 47% ee
2	10	2 h		99%	92.5% ee	11%, NA
3	12	4h	40 (E:Z = 11.7:1) : 41 (4:1 dr) = 4: 1	94%	93% ee	-
4	13	2 h	40 (E:Z = 20:1) : 41 (7:1 dr) = 7.4: 1	89%	93% ee	84%, 90% ee (40 : 41 >20:1)
5	9	13 h		0%e	-	64%, 13% ee
6d	9	16 h		>95%e	-
7	11	4 h		62%	99% ee (20:1 dr)	-
8	14	4 h		94%	98% ee (5:1 dr)	-

^aAll reactions were performed on a 0.2 mmol scale at 0.1 M in dioxane at 23 °C for 20 h using 2.5 mol% 20 and 5.5 mol% ligand (R,R)-L4; yields are Isolated yields; ee values were determined by HPLC on a chiral stationary phase.

^bThe absolute and relative stereochemistry were assigned by analogy with compound 24 and 111.

^cConditions used were 2.5 mol% [(η³-C₃H₅)PdCl]₂, 5.0 mol% (S,S)-L1, 2.0 equiv LDA, 1.0 equiv Me₃SnCl, DME, r.t.^10b

^dThe reaction was performed at 60 °C.

^eConversion of the starting material by ¹HNMR.