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DKR
Generations in Asymmetric Synthesis
1st
Generation – Substrate-controlled Asymmetric synthesis
Diastereoselective reactions where the formation of a chiral centre is
controlled by another chiral centre already present in the substrate.
2nd
generation – Auxiliary-controlled Asymmetric synthesis
Methods where a chiral auxiliary is covalently attached to the substrate
and, through that, controls the asymmetric induction. This strategy, with
intermolecular controlled induction, is basically the same in first- and
second-generation methods. The difference is the attachment and removal
of the auxiliary in the latter.
3rd
generation – Reagent-controlled Asymmetric synthesis
The formation of a new chiral centre is induced by a chiral reagent or
catalyst, intermolecularly.
4th
Generation – Catalyst-controlled Asymmetric synthesis
Catalytic modifications of the first-, second-, and third-generation methods
tend to be considered together with this new fourth-generation. One
general procedure involves a reaction of a chiral substrate with a chiral
reagent, and is especially useful in reactions where two new stereogenic
units are formed stereo selectively in one step.
Overview of generations
This is what called as 1,2-asymmetric induction
2
1 2 1
How does the center control the direction of attack at the triagonal carbon ?
Cram’s Rule
Nature is a good chemist. It will give 100% e.e.
Any Questions !!!

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Asymmetric synthesis

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  • 10.
  • 11. DKR
  • 12. Generations in Asymmetric Synthesis 1st Generation – Substrate-controlled Asymmetric synthesis Diastereoselective reactions where the formation of a chiral centre is controlled by another chiral centre already present in the substrate. 2nd generation – Auxiliary-controlled Asymmetric synthesis Methods where a chiral auxiliary is covalently attached to the substrate and, through that, controls the asymmetric induction. This strategy, with intermolecular controlled induction, is basically the same in first- and second-generation methods. The difference is the attachment and removal of the auxiliary in the latter. 3rd generation – Reagent-controlled Asymmetric synthesis The formation of a new chiral centre is induced by a chiral reagent or catalyst, intermolecularly. 4th Generation – Catalyst-controlled Asymmetric synthesis Catalytic modifications of the first-, second-, and third-generation methods tend to be considered together with this new fourth-generation. One general procedure involves a reaction of a chiral substrate with a chiral reagent, and is especially useful in reactions where two new stereogenic units are formed stereo selectively in one step.
  • 14.
  • 15. This is what called as 1,2-asymmetric induction 2 1 2 1
  • 16. How does the center control the direction of attack at the triagonal carbon ? Cram’s Rule
  • 17.
  • 18.
  • 19. Nature is a good chemist. It will give 100% e.e.
  • 20.
  • 21.
  • 22.