Table 2.

(DHQD)₂PHAL mediated asymmetric chlorolactonization.

Rb	%yieldc	%eed	Rb	%yieldc	%eed
Ph; 6a	86	89	p-F-C6H4; 6f	81 (78)	89 (86)
Ph; 6b (ent-6a)	75	77e	p-CF3-C6H4; 6g	61	90
p-OMe-C6H4; 6c	99	<5	p-Ph-C6H4; 6h	59	83 (80)
p-Me-C6H4; 6d	86 (82)f	80 (82)f	2-Napth; 6i	92 (83)	72 (72)
p-Cl-C6H4; 6e	80	88	Cy; 6j	55	43

^aReaction times; 30 min for products 6a-6f and 6j, 90 min for products 6g-6i (as judged by TLC).

^bStereochemistry was determined by chemical correlation (see Supplementary Information).

^cIsolated yield after column chromatography.

^dAs judged by chiral GC or HPLC analysis.

^eReaction was performed with 0.1 equiv of (DHQ)₂PHAL.

^fValues in parentheses are yields and % ee when 0.01 eq. (DHQD)₂PHAL was employed.