102108-34-9Relevant academic research and scientific papers
Enzyme-triggered enantioconvergent transformation of haloalkyl epoxides
Mayer, Sandra F.,Steinreiber, Andreas,Orru, Romano V. A.,Faber, Kurt
, p. 4537 - 4542 (2007/10/03)
Biocatalytic hydrolysis of 2,3-disubstituted rac-cis- and rac-trans-haloalkyl epoxides 1a-8a using the epoxide hydrolase activity of whole bacterial cells furnished the corresponding vicinal diols 1b-8b as intermediates; these (spontaneously) underwent ring closure to yield cyclic products 1c-6c through an enzyme-triggered cascade reaction. In particular, cis-configured substrates (1a, 3a, 5a, 7a) were transformed in an enantioconvergent fashion, which resulted in the formation of single stereoisomeric products in 100% des and up to 92% ees from the racemates.
Organic Synthesis with Enzymes. 3. TBADH-Catalyzed Reduction of Chloro Ketones. Total Synthesis of (+)-(S,S)-(cis-6-Methyltetrahydropyran-2-yl)acetic Acid: A Civet Constituent
Keinan, Ehud,Seth, Kamal K.,Lamed, Raphael
, p. 3474 - 3480 (2007/10/02)
Highly enantioselective reduction of aliphatic chloro ketones catalyzed by Thermoanaerobium brockii alcohol dehydrogenase (TBADH) afforded the corresponding S chloro alcohols, which are new and useful chiral bifunctional building blocks.The synthetic pote
