Vicinal ketoesters – key intermediates in the total synthesis of natural products

Autor: Marc Paul Beller, Ulrich Koert
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 18, Iss 1, Pp 1236-1248 (2022)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.18.129
Popis: This review summarizes examples for the application of vicinal ketoesters such as α-ketoesters, mesoxalic esters, and α,β-diketoesters as key intermediates in the total synthesis of natural products utilizing their electrophilic keto group as reactive site. Suitable key reactions are, e.g., aldol additions, carbonyl ene reactions, Mannich reactions, and additions of organometallic reagents. The vicinal arrangement of carbonyl groups allows the stabilization of reactive conformations by chelation or dipole control.
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