3 research outputs found
Direct Diastereo- and Enantioselective Vinylogous Michael Additions of Linear Enones
A direct
vinylogous Michael addition using linear vinylogous Michael
donors has been developed. Notably, even γ-substituted Michael
donors cleanly afforded γ-alkylated products in high yield and
ee by this method. Moreover, control experiments revealed that, for
these and related linear vinylogous Michael donors, the size of the
Michael acceptor strongly influences whether α- or γ-alkylation
occurs, not simply blocking effects of cocatalysts as suggested previously
Direct Diastereo- and Enantioselective Vinylogous Michael Additions of Linear Enones
A direct
vinylogous Michael addition using linear vinylogous Michael
donors has been developed. Notably, even γ-substituted Michael
donors cleanly afforded γ-alkylated products in high yield and
ee by this method. Moreover, control experiments revealed that, for
these and related linear vinylogous Michael donors, the size of the
Michael acceptor strongly influences whether α- or γ-alkylation
occurs, not simply blocking effects of cocatalysts as suggested previously
Diverted Total Synthesis of Carolacton-Inspired Analogs Yields Three Distinct Phenotypes in <i>Streptococcus mutans</i> Biofilms
The
oral microbiome is a dynamic environment inhabited by both commensals
and pathogens. Among these is Streptococcus mutans, the causative agent of dental caries, the most prevalent childhood
disease. Carolacton has remarkably specific activity against S. mutans, causing acid-mediated cell death during
biofilm formation; however, its complex structure limits its utility.
Herein, we report the diverted total synthesis and biological evaluation
of a rationally designed library of simplified analogs that unveiled
three unique biofilm phenotypes further validating the role of natural
product synthesis in the discovery of new biological phenomena