Table 2. Summary of demixing and detagging of lactones M-(R)-15a-h and M-(S)-15a-h to give the 16 final isomers of 1. The assigned structure of Sch725674 is shown as an example.

isomer of 1	precursor	amount	yielda
(4S,5S,7R,13R)	(R)−15a	6 mg	19%b
(4S,5S,7S,13R)	(R)−15b	15 mg	51%
(4R,5R,7R,13R)	(R)−15c	13 mg	60%
(4R,5R,7S,13R)	(R)−15d	8 mg	51%
(4S,5S,7R,13S)	(S)−15a	5 mg	15%b
(4S,5S,7S,13S)	(S)−15b	17 mg	67%
(4R,5R,7R,13S)	(S)−15c	3 mg	14%b
(4R,5R,7S,13S)	(S)−15d	11 mg	29%
(4S,5R,7R,13R)	(R)−15e	11 mg	29%b
(4S,5R,7S,13R)	(R)−15f	12 mg	37%b,c
(4R,5S,7R,13R)	(R)−15g	11 mg	32%b
(4R,5S,7S,13R)	(R)−15h	5 mg	40%b
(4S,5R,7R,13S)	(S)−15e	13 mg	45%b
(4S,5R,7S,13S)	(S)−15f	6 mg	17%a
(4R,5S,7R,13S)	(S)−15g	14 mg	73%a
(4R,5S,7S,13S)	(S)−15h	7 mg	36%a

^aincludes demixing, detagging and flash chromatography

^brepurified by chiral chromatography

^ccontains 6% of the C7 epimer