Journal ArticleDOI
Rules for ring closure. Stereoelectronic control in the endocyclic alkylation of ketone enolates
Reads0
Chats0
TLDR
In this article, it was shown that the size of the formed ring and six-but not five-membered cyclic ketones can be synthesized in this way; a rationale for this difference is presented.Abstract:
Endocyclic alkylation of ketone enolates is shown to depend critically upon the size of the so formed ring and six- but not five-membered cyclic ketones can be synthesized in this way; a rationale for this difference is presented.read more
Citations
More filters
Journal ArticleDOI
Stereocontrol in the synthesis of acyclic systems: applications to natural product synthesis
Journal ArticleDOI
Cyclizations of Alkynes: Revisiting Baldwin’s Rules for Ring Closure
Kerry Gilmore,Igor V. Alabugin +1 more
Journal ArticleDOI
Chiral N-heterocyclic carbene catalyzed staudinger reaction of ketenes with imines: highly enantioselective synthesis of N-Boc beta-lactams.
TL;DR: N-heterocyclic carbenes were demonstrated to be efficient catalysts for the Staudinger reaction of ketenes with N-tosyl, N-benzyloxycarbonyl, or N-tert-butoxy Carbonyl imines, and two possible catalytic pathways, initiated by the addition of NHC to ketenes or imines were discussed.
Journal ArticleDOI
Merging organocatalysis and gold catalysis--a critical evaluation of the underlying concepts.
Charles C. J. Loh,Dieter Enders +1 more
TL;DR: This minireview serves to pin-point the fundamental concepts guiding reaction design in these binary catalytic systems, including organo/Au(I) multicatalytic systems in accessing molecular frameworks.
Journal ArticleDOI
Catalytic enantioselective synthesis of indanes by a cation-directed 5- endo - trig cyclization
Craig P. Johnston,Abhishek Kothari,Tetiana Sergeieva,Sergiy I. Okovytyy,Kelvin E. Jackson,Robert S. Paton,Martin D. Smith +6 more
TL;DR: The experimental and theoretical findings demonstrate that geometric and stereoelectronic constraints may not be decisive in the observed outcome of irreversible ring-closing reactions.