Publication
Title
Stereoselective synthesis of fused vinylcyclopropanes by intramolecular TsujiTrost cascade cyclization
Author
Abstract
A stereoselective intramolecular TsujiTrost cascade cyclization of (homo)allylic vicinal diacetates with a pendant β-ketoamide or related carbon nucleophile to give γ-lactam-fused vinylcyclopropanes is reported. In addition to two new rings, the products contain three new CC stereocenters (two of which are quaternary) with a 9:1 dr. Moreover, the reaction proceeds in >94% enantiospecificity with optically enriched starting materials, using an inexpensive carbohydrate as the source of chirality.
Language
English
Source (journal)
Organic letters / American Chemical Society. - Washington, D.C.
Organic letters / American Chemical Society. - Washington, D.C.
Publication
Washington, D.C. : 2018
ISSN
1523-7060
Volume/pages
20 :21 (2018) , p. 6611-6615
ISI
000449443100001
Pubmed ID
30350659
Full text (Publisher's DOI)
Full text (open access)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 06.11.2018
Last edited 20.09.2021
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