|
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)
|
|
|
|
| |
|