Synthetic Studies toward the C14-C29 Fragment of Mirabalin.
A convergent synthesis of one isomer of the C14-C29 fragment of mirabalin is disclosed. The key steps include a Marshall allenylation, a Mukaiyama aldol reaction and a Crimmins aldolization, which allow the control of 10 out of 25 stereogenic centers present in the molecule.
Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI Paris/CNRS/PSL Research University , 10 rue Vauquelin 75231 Cedex 05 Paris, France.
Johan
J
Cornil
PSL Research University, Chimie ParisTech - CNRS, Institut de Recherche de Chimie Paris , 75005 Paris, France.
Pierre-Georges
PG
Echeverria
Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI Paris/CNRS/PSL Research University , 10 rue Vauquelin 75231 Cedex 05 Paris, France.
Sébastien
S
Reymond
PSL Research University, Chimie ParisTech - CNRS, Institut de Recherche de Chimie Paris , 75005 Paris, France.
Phannarath
P
Phansavath
PSL Research University, Chimie ParisTech - CNRS, Institut de Recherche de Chimie Paris , 75005 Paris, France.
Virginie
V
Ratovelomanana-Vidal
Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI Paris/CNRS/PSL Research University , 10 rue Vauquelin 75231 Cedex 05 Paris, France.
Amandine
A
Guérinot
Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231, ESPCI Paris/CNRS/PSL Research University , 10 rue Vauquelin 75231 Cedex 05 Paris, France.
Janine
J
Cossy