91253-59-7Relevant academic research and scientific papers
Synthesis of Substituted Cyclooctanols by a Samarium(II) Iodide Promoted 8-Endo Radical Cyclization Process
Molander, Gary A.,McKie, Jeffrey A.
, p. 3186 - 3192 (2007/10/02)
Samarium(II) iodide (SmI2) has been employed to promote an efficient 8-endo radical cyclization reaction of a variety of substituted olefinic ketones.Various substituted monocyclic, fused bicyclic, and bridged bicyclic cyclooctanols have been synthesized in fair to excellent yield via this protocol.In addition to delineating the synthetic potential of this reaction, experiments have been conducted to determine the source of reduced, noncyclized byproducts present in this and related SmI2-mediated reactions performed under protic conditions.
Preparative Bioorganic Chemistry, XVII. Reduction of a Prochiral Diketone, 9-Methyl-trans-decalin-1,8-dione, with Baker's Yeast
Mori, Kenji,Takayama, Shuichi,Yoshimura, Seiji
, p. 91 - 96 (2007/10/02)
Reduction of 9-methyl-trans-decalin-1,8-dione (1) with baker's yeast affords (8S,9R,10R)-8-hydroxy-9-methyl-trans-1-decalone (8) as the major product in 47percent yield.Its (8S,9S,10S)-isomer (9, 14percent yield) and (1S,8S)-9-methyl-trans-1,8-diol (10, 7percent yield) are obtained as minor products.Baker's yeast cannot reduce 9-methyl-cis-decalin-1,8-dione (2). Key Words: Asymmetric reduction / Baker's yeast / Yeast / Saccharomyces cerevisia / Enzymes / trans-1-Decalone derivatives / trans-1,8-Decalindione derivatives
