The exceptionally bulky methylaluminum bis(4-substituted-2$-di-6-di-tert-butylphenoxide) such as MAD or MABR can be successfully utilized as a highly efficient nonchelating Lewis acid for achieving high stereoselectivity in 1,n asymmetric induction in cyclic as well as acyclic systems. Thus, Diels-A
Dilithium 2,2′-methylenebis(4,6-di-tert-butylphenoxide) as a bidentate Lewis acid in organic synthesis
✍ Scribed by Takashi Ooi; Akira Saito; Keiji Maruoka
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 204 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Dilithium 2,2 '-methylenebis(4,6-di-tert-butylphenoxide) can be successfully utilized as a bidentate Lewis acid for simultaneous coordination to carbonyl groups, thereby accelerating the Diels-Alder reactions. The double activation ability of the bidentate lithium reagent toward carbonyls is emphasized in comparison with the corresponding monodentate lithium reagent.
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