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In organic chemistry, syn-and anti-addition are different ways in which substituent molecules can be added to an alkene (R 2 C=CR 2) or alkyne (RC≡CR).The concepts of syn and anti addition are used to characterize the different reactions of organic chemistry by reflecting the stereochemistry of the products in a reaction.
The use of syn and anti to indicate the configuration of double bonds is nowadays obsolete, especially in case of aldoximes and hydrazones derived from aldehydes. Here, the compounds were designated as syn configured when the aldehyde H and the O (of the oxime) or the N (of the hydrazone) were cis aligned.
When all reagents are achiral, only simple diastereoselectivity (syn versus anti, see above) must be considered. Addition takes place via an S E ' mechanism involving concerted dissociation of tin and C-C bond formation at the γ position.
The disposition of the formed stereocenters is deemed syn or anti, depending if they are on the same or opposite sides of the main chain: Syn and anti products from an aldol (addition) reaction. The principal factor determining an aldol reaction's stereoselectivity is the enolizing metal counterion.
When the single bond between the two centres is free to rotate, cis/trans descriptors become invalid. Two widely accepted prefixes used to distinguish diastereomers on sp³-hybridised bonds in an open-chain molecule are syn and anti. Masamune proposed the descriptors which work even if the groups are not attached to adjacent carbon atoms.
Anti or syn indicates the substituents are on opposite sides or the same side, respectively. Clinal substituents are found within 30° of either side of a dihedral angle of 60° (from 30° to 90°), 120° (90°–150°), 240° (210°–270°), or 300° (270°–330°).
In organic chemistry, endo–exo isomerism is a special type of stereoisomerism found in organic compounds with a substituent on a bridged ring system. [1] The prefix endo is reserved for the isomer with the substituent located closest, or "syn", to the longest bridge.
Pages in category "Stereochemistry" The following 139 pages are in this category, out of 139 total. ... Syn and anti addition; T. Tacticity; Thorpe–Ingold effect ...