102389-96-8Relevant academic research and scientific papers
A chiral benzyl group as a chiral auxiliary and protecting group for the synthesis of optically active 1,2-Diols and (+)-Frontalin
Kim, Tae Hyun,Kim, Young-Kyo,Yang, Zunhua,Jung, Jung Wha,Jeong, Lak Shin,Kim, Hee-Doo
supporting information, p. 251 - 254 (2014/02/14)
Chelation-controlled asymmetric nucleophilic addition of a Grignard reagent to chiral α-benzyloxy ketones gives the corresponding alcohols with high diastereoselectivities (up to 96% de) by 1,4-asymmetric induction. A chiral benzyl group is used as a chiral auxiliary as well as a protecting group for the synthesis of optically active 1,2-diols and (+)-frontalin. Georg Thieme Verlag Stuttgart, New York.
A novel stereoselective total synthesis of (+)-5-epi-cytoxazone
Swamy, Navath Raghavendra,Krishnaiah, Pendem,Reddy, Natala Srinivasa,Venkateswarlu, Yenamandra
, p. 217 - 222 (2007/10/03)
Stereoselective synthesis of a potent cytokine modulator cytoxazone isomer has been achieved from 2,3-O-isopropylidene D-glyceraldehyde involving Grignard reaction, subsequent formation of an azide followed by reduction to the aminodiol, and finally cyclization of the N-Boc diol. Copyright
Bidentate chelation-controlled asymmetric synthesis of α-hydroxy esters based on the glycolate enolate alkylation
Jung, Ju Eun,Ho, Hyunsoon,Kim, Hee-Doo
, p. 1793 - 1796 (2007/10/03)
(S)-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl](4-methoxyphenyl)methanol (4b) has been synthesized and evaluated as a chiral auxiliary for the asymmetric synthesis of α-hydroxy esters based on bidentate chelation-controlled alkylation of glycolate enolate. (C) 2000 Elsevier Science Ltd.
Stereoselectivity syn-Reduction of (R)-4-Acyl-2,2-dimethyl-1,3-dioxolanes with Metal Hydride Reagents
Chikashita, Hidenori,Nikaya, Toshiki,Uemura, Hiromitsu,Itoh, Kazuyoshi
, p. 2121 - 2123 (2007/10/02)
Lithium tri-s-butylborohydride and lithium aluminum hydride were found to be efficient reducing agents for the stereoselective preparation of syn-glycerol derivatives from (R)-4-acyl-2,2-dimethyl-1,3-dioxolanes.The scope and limitation of the stereoselect
Synthesis of the rarely obtained syn-Adducts in the Reaction of Organocopper Compounds with 2,3-O-Isopropylideneglyceraldehyde. Preparation of Optically Active Epoxy Alcohols
Sato, Fumie,Kobayashi, Yuichi,Takahashi, Osamu,Chiba, Tsunehisa,Takeda, Yoshiyuki,Kusakabe, Masato
, p. 1636 - 1638 (2007/10/02)
Organocopper compounds, prepared from Grignard reagents and copper(I) iodide in tetrahydrofuran-dimethyl sulphide, react with 2,3-O-isopropylideneglyceraldehyde highly stereoselectively (>10:1) affording the rarely obtained syn-addition products which can be readily converted into optically active epoxy alcohols, useful intermediates in organic synthesis.
