439937-71-0Relevant articles and documents
Diastereoselective Hydroxyethylation of β-Hydroxyketones: A Reformatsky Cyclization-Lactone Reduction Cascade Mediated by SmI2?H2O
Gardu?o-Castro, Monserrat H.,Procter, David J.
, (2019)
The hydroxyethylation of β-hydroxyketones allows diastereoselective access to important 1,3,5-triols. The approach exploits a SmI2?H2O-mediated Reformatsky cyclization-lactone reduction cascade.
An Evans-Tishchenko-ring-closing metathesis approach to medium-ring lactones
Aird, Jennifer I.,Hulme, Alison N.,White, John W.
, p. 631 - 634 (2007/10/03)
A new approach to the synthesis of medium-ring lactones is reported based on sequential Evans-Tishchenko and ring-closing metathesis (RCM) reactions. High diastereoselectivity (>95:5) is demonstrated in the Evans-Tishchenko reaction of unsaturated aldehyd
Enantioselective microbial hydrolysis of dissymmetrical cyclic carbonates with disubstitution
Nogawa, Masaki,Sugawara, Satomi,Iizuka, Rie,Shimojo, Megumi,Ohta, Hiromichi,Hatanaka, Minoru,Matsumoto, Kazutsugu
, p. 12071 - 12083 (2007/10/03)
Enantioselective microbial hydrolysis of C1 and C2 dissymmetrical cyclic carbonates with disubstitution (methyl and another groups) has been developed. Pseudomonas diminuta (FU0090), a bacterium, efficiently catalyzes the hydrolysis of five-membered cyclic carbonates. While the trans-substrates are hydrolyzed with low enantioselectivities and/or reactivities, the microbe hydrolyzes the cis-substrates with very high enantioselectivities to afford the corresponding almost optically pure anti-(2R,3S)-diols. On the other hand, six-membered trans-cyclic carbonates are enantioselectively hydrolyzed to afford the corresponding optically active syn-(2R,4R)-diols, although the hydrolysis of the cis-substrates gives racemic compounds. In all cases, the enzyme prefers the (R)-enantiomer for the carbon atom bearing a methyl group.
Novel rearrangements of 4-silyl-3-buten-2-ones
Jung, Michael E.,Piizzi, Grazia
, p. 3911 - 3914 (2007/10/03)
Two-4-silyl-3-buten-2-ones, 2a, and 2c, underwent an interesting rearrangement involving migration of the allyl or phenyl group on the silicon atom to the adjacent enone carbon when treated with various bases.