Allylic alcohols and amines by carbenoid eliminative cross-coupling using epoxides or aziridines.
Beilstein J Org Chem
; 17: 2385-2389, 2021.
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| MEDLINE
| ID: mdl-34621400
ABSTRACT
α-Lithiated terminal epoxides and N-(tert-butylsulfonyl)aziridines undergo eliminative cross-coupling with α-lithio ethers, to give convergent access to allylic alcohols and allylic amines, respectively. The process can be considered as proceeding by selective strain-relieving attack (ring-opening) of the lithiated three-membered heterocycle by the lithio ether and then selective ß-elimination of lithium alkoxide.
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2021
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