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Nov 13, 2020 at 13:15 comment added orthocresol You are right that the oxygen must be anti to the iodine leaving group. But you haven't actually answered the question: what you have drawn are two enantiomers of the same diastereomer, whereas OP is asking about which of the two diastereomers are formed. You're not considering the alternative arrangement of the iodonium group, which leads to the other diastereomer. See: i.sstatic.net/ZReeA.png. The top is what you've drawn, the bottom is the other pathway which you need to consider. It's better to draw them as chair conformations...!
Nov 12, 2020 at 7:57 vote accept V.G
Nov 13, 2020 at 17:23
Nov 12, 2020 at 6:17 history answered Aniruddha Deb CC BY-SA 4.0