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For questions about reactions that favour the formation of one or more stereoisomers.

35 votes
1 answer
6k views

Stereoselectivity of dihydroxylation with osmium tetroxide

Dihydroxylation responds to steric effects and proceeds at less hindered positions. What will be the major product in the following reaction if the reagent used is $\ce{OsO4}$ followed by $\ce{NaHSO3 …
Aditya Dev's user avatar
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3 votes
1 answer
438 views

Origin of diastereoselectivity in Simmons–Smith cyclopropanation of allylic alcohol

In Organic Chemistry by Clayden et al., the following reaction is shown: The cyclopropane ring is formed on the same side as the alcohol group. Is this because of the interaction between Zn and the …
Aditya Dev's user avatar
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