Titre du document / Document title

β-Lactones: Intermediates for natural product total synthesis and new transformations

Auteur(s) / Author(s)

YINGCAI WANG ; TENNYSON Reginald L. ; ROMO Daniel ;

Résumé / Abstract

The exploration of β-lactone reactivity and transformations has continued since the first synthesis of these strained heterocycles by Einhorn in 1883. The principal reactivity modes of β-lactones include nucleophilic addition resulting in either acyl C2-O1 or alkyl C4-O1 cleavage, rearrangement leading to ring expansion, decarboxylation, and electrophilic reactions of β-lactone enolates. Recent advances in asymmetric β-lactone synthesis has led to further developments in the area of novel transformations of (3-lactones and significantly increased applications in natural product total synthesis. The latter topic is the focus of this review and covers the period inclusive to the end of 2003.

Revue / Journal Title

Heterocycles   ISSN 0385-5414   CODEN HTCYAM 

Source / Source

2004, vol. 64, pp. 605-658 [54 page(s) (article)]

Langue / Language

Anglais

Editeur / Publisher

Elsevier, Oxford, ROYAUME-UNI  (1973) (Revue)

Localisation / Location

INIST-CNRS, Cote INIST : 15740, 35400012664620.0510