Table 1.

Experiments with Single Diastereomers

Entrya	1	Time (h)	2	Yield of 2b
1	(2RS,4SR)-1i	8	(5RS,6aSR)-2i	52
2	(2RS,4RS)-1i	3	(5RS,6aRS)-2i	61
3	(2RS,4SR)-1j	15	(5RS,6aSR)-2j	68
4	(2RS,4RS)-1j	8	(5RS,6aRS)-2j	52
5	(2RS,4SR)-1k	5	(5RS,6aSR)-2k	40
6	(2RS,4RS)-1k	3	(5RS,6aRS)-2k	80

^aReaction conditions: alkynediol 1 (0.25–0.5 mmol), PdI₂ (2 mol%), KI (10 mol%), CO (32 atm), air (8 atm), MeOH (5–10 mL), 100°C, 3–15 hr. See Transparent Methods for details.

^bIsolated yields based on starting 1.