Person
Xiaogen Huang
Related publications (6)
Use of sultines in the asymmetric synthesis of polypropionate antibiotics
Pierre Vogel, Maris Turks, Cotinica Craita, Freddy Fonquerne, Christopher Flowers, Laure Bouchez, Xiaogen Huang
At low temperature and in the presence of an acid catalyst, SO2 adds to 1,3-dienes equilibrating with the corresponding 3,6-dihydro-1,2-oxathiin-2-oxides (sultines). These compounds are unstable above -60 degrees C and equilibrate with the more stable 2,5- ...
De Gruyter2008Expeditious asymmetric synthesis of a stereoheptad corresponding to the C(19)-C(27)-ansa chain of rifamycins: Formal total synthesis of Rifamycin S
Pierre Vogel, Maris Turks, Xiaogen Huang
In the presence of sulfur dioxide and an acid promoter, (-)-(1E,3Z)-2-methyl-1-((1S)-1-phenyleth- oxy)penta-1,3-dien-3-yl isobutyrate reacts with (Z)-3-(trimethylsilyloxy)-pent-2-ene giving a silyl sulfinate intermediate that undergoes, in the presence of ...
2005Silyl methallylsulfinates: efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids
Pierre Vogel, Loay Awad, Cotinica Craita, Xiaogen Huang
Alcohols, phenols and carboxylic acids are silylated with very good yields in the presence of silyl methallylsulfinates under non- basic conditions and with the formation of volatile co-products. ...
2005Palladium-catalyzed conversion of beta,gamma-unsaturated silyl sulfinates into (E)-alkenes: Asymmetric synthesis of polypropionate fragments
Pierre Vogel, Cotinica Craita, Xiaogen Huang
At low temperature, 1-alkoxy-1,3-dienes add to sulfur dioxide activated by a Lewis or protic acid generating zwitterionic intermediates that can be quenched by enoxysilanes. The resulting beta,gamma-unsaturated silyl sulfinates can be desilylated by 1:1 Pd ...
2004New developments on silyl 2-alkenyl sulfinates and their applications to the asymmetric synthesis of polypropionate fragments
Sulphur dioxide reacts with 1-oxydienes generating zwitterions which are quenched by enoxysilanes to form substituted silyl alkenylsulfinates. These intermediates are desilylated with Bu4NF and the resulting sulfinates react with MeI giving the correspondi ...
EPFL2004One-pot, four-component synthesis of polyfunctional sulfones
The reaction of (E,E)-1-benzyloxy-2-methylpenta-1,3-diene with trimethylsilyl enol ethers derived from acetone or acetophenone with sulfur dioxide precomplexed with ytterbium triflate or (CF3SO2)(2)NH generates sulfinate intermediates that can be quenched ...
2002