157430-32-5Relevant articles and documents
Metal versus silyl triflate catalysis in the Mukaiyama aldol addition reaction
Carreira, Erick M.,Singer, Robert A.
, p. 4323 - 4326 (1994)
A mechanistic study of the Mukaiyama aldol addition reaction employing benzaldehyde and hydrocinnamaldehyde along with a selection of Lewis acids including BF3 · OEt2, LiClO4, Yb(OTf)3, Sn(OTf)2, and Zn(OTf)2 is presented. The results of experiments conducted with doubly-labeled silyl ketene acetals implicate a Lewis acidic silicon species and not the metals as the catalyst in the Mukaiyama aldol addition reaction.
Deracemisation of β-hydroxy esters using immobilised whole cells of Candida parapsilosis ATCC 7330: substrate specificity and mechanistic investigation
Padhi, Santosh Kumar,Titu,Pandian, N. Ganesh,Chadha, Anju
, p. 5133 - 5140 (2007/10/03)
Deracemisation of aryl substituted β-hydroxy esters by immobilised whole cells of Candida parapsilosis ATCC 7330 gave >99% ee and up to 75% yield of their corresponding (S)-enantiomers. Mechanistic investigation of the deracemisation reaction carried out using a deuterated substrate, ethyl 3-deutero-3-hydroxy-3-phenyl propanoate revealed that while the (S)-enantiomer remains unreacted the (R)-enantiomer undergoes enantioselective oxidation to its corresponding ketoester, which on complementary enantiospecific reduction gives the (S)-enantiomer in high yield and % ee.
Sodium borohydride reduction and selective transesterification of β-keto esters in a one-pot reaction under mild conditions
Padhi, Santosh Kumar,Chadha, Anju
, p. 639 - 642 (2007/10/03)
An efficient and simple one-pot method of preparing β-hydroxy esters by sodium borohydride reduction cum selective transesterification of β-keto esters under mild conditions is described.