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3.10.1.1.1 Claisen Rearrangement

DOI: 10.1055/sos-SD-203-00270

Jautze, S.; Peters, R.Science of Synthesis: Stereoselective Synthesis, (20113443.

The Claisen rearrangement has found widespread application as one of the most fundamental reactions in synthetic organic chemistry.[‌1‌‌3‌] However, the number of practically useful, metal-catalyzed methods for enantioselective rearrangement is still relatively small.[‌4‌] In the majority of cases a chiral Lewis acid is used in stoichiometric amounts or even in excess as a result of product inhibition. Moreover, the few catalytic methods described are limited to special substrate classes.

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Me Me Me Me M M 8 (8) 8 88 88 [‌8‌]
Me Me M eMe M M 8 (88) 8 88:8 88e 88 [‌8‌]
Me Me M eMe M M 8 (88) 8 8:88 88e 88 [‌8‌]
MM8MMMMMM M MM8MMe eMe M M 8 (8) 8 88:88 88e 88 [‌8‌]
MM8MMMMMM MM8MMe M eMe M M 8 (8) 8 88:88 88e 88 [‌8‌]
Me M M eMe M M 8 (88) 88 88 88 [‌8‌]
Me M M eMe M M 8 (88) 88 88 88 [‌8‌]
Me M M eMe Me M 8 (88) 888 88 88 [‌8‌]

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References


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