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Original Articles

Synthesis of D- and L-Galactose Derivatives from Quebrachitol

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Pages 319-332 | Received 01 Jul 1988, Accepted 15 Nov 1988, Published online: 04 Oct 2006

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VictorS. Martín, CarmenM. Rodríguez & TomáS Martín. (1998) SYNTHESES OF AVENACIOLIDE AND RELATED bisLACTONES. A REVIEW. Organic Preparations and Procedures International 30:3, pages 291-324.
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Chun-Jun QIN, Hong-Li HOU, Mei-Ru DING, Yi-Kuan QI, Guang-Zong TIAN, Xiao-Peng ZOU, Jun-Jie FU, Jing HU & Jian YIN. (2022) Chemical synthesis of a synthetically useful L-galactosaminuronic acid building block. Chinese Journal of Natural Medicines 20:5, pages 387-392.
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Soumik Mondal & Kana M. Sureshan. (2016) Carbasugar Synthesis via Vinylogous Ketal: Total Syntheses of (+)-MK7607, (−)-MK7607, (−)-Gabosine A, (−)-Epoxydine B, (−)-Epoxydine C, epi -(+)-Gabosine E and epi -(+)-MK7607 . The Journal of Organic Chemistry 81:23, pages 11635-11645.
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Tobias Gylling Frihed, Mikael Bols & Christian Marcus Pedersen. (2015) Synthesis of l -Hexoses . Chemical Reviews 115:9, pages 3615-3676.
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Bogdan Doboszewski & Piet Herdewijn. (2012) 1,2;3,4-Di-O-isopropylidene-l-galactose synthesis from its d-enantiomer. Tetrahedron Letters 53:17, pages 2253-2256.
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Odón Arjona, Ana M. Gómez, J. Cristóbal López & Joaquín Plumet. (2007) Synthesis and Conformational and Biological Aspects of Carbasugars. Chemical Reviews 107:5, pages 1919-2036.
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Latif Kelebekli, Yunus Kara & Metin Balci. (2005) Stereospecific synthesis of a new class of compounds: bis-homoconduritol-A, -D, and -F. Carbohydrate Research 340:12, pages 1940-1948.
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. 2005. Synthesis of Naturally Occurring Nitrogen Heterocycles from Carbohydrates. Synthesis of Naturally Occurring Nitrogen Heterocycles from Carbohydrates 200 208 .
Hassan S. El Khadem & Alexander J. Fatiadi. 2004. Advances in Carbohydrate Chemistry and Biochemistry Volume 59. Advances in Carbohydrate Chemistry and Biochemistry Volume 59 135 173 .
Hassan S. El Khadem & Alexander J. Fatiadi. 2000. Advances in Carbohydrate Chemistry and Biochemistry Volume 55. Advances in Carbohydrate Chemistry and Biochemistry Volume 55 175 263 .
Takahiko Akiyama, Naofumi Horiguchi, Tomoaki Ida & Shoichiro Ozaki. (1995) Stereodivergent Diels-Alder Reactions Employing Cyclitols as Chiral Auxiliaries. Chemistry Letters 24:11, pages 975-976.
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Takahiko Akiyama, Takuya Yasusa, Keiichiro Ishikawa & Shoichiro Ozaki. (1994) Asymmetric synthesis of tetrahydrofurans by diastereoselective [3+2] cycloaddition of allylsilanes with ?-keto esters bearing an optically active cyclitol as a chiral auxiliary. Tetrahedron Letters 35:45, pages 8401-8404.
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Noritaka Chida, Takahiko Tobe & Seiichiro Ogawa. (1994) Regioselective Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives. Tetrahedron Letters 35:39, pages 7249-7252.
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Keh‐Feng Huang & Wen‐Lih Luo. (2013) Crystal Structure of L‐Quebrachitol. Journal of the Chinese Chemical Society 41:1, pages 115-117.
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Takahiko Akiyama, Hiroyuki Nishimoto, Takaaki Kuwata & Shoichiro Ozaki. (1994) Stereodivergent Synthesis of Optically Active ? -Hydroxy Acids via Diastereoselective Reduction of ? -Keto Esters Derived from L-Quebrachitol . Bulletin of the Chemical Society of Japan 67:1, pages 180-188.
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Takahiko Akiyama, Hiroaki Shima, Masatoshi Ohnari, Tadashi Okazaki & Shoichiro Ozaki. (1993) Synthesis of (−)-Conduritol F, (+)-Conduritol B, Cyclophellitol from L-Quebrachitol. Bulletin of the Chemical Society of Japan 66:12, pages 3760-3767.
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Noritaka Chida, Ken Yamada & Seiichiro Ogawa. (1993) Utilisation of L -quebrachitol in natural product synthesis. Total synthesis and absolute configuration of (–)-oudemansin X . J. Chem. Soc., Perkin Trans. 1:17, pages 1957-1962.
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Geza Arvai, Fattori Daniela & Pierre Vogel. (1992) Substituent effects on the regioselectivity of the baeyer-villiger oxidation of 7-oxabicyclo[2.2.1]heptan-2-ones. Tetrahedron 48:48, pages 10621-10636.
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Noritaka Chida, Ken Yamada & Seiichiro Ogawa. (1992) Total Synthesis of Antibiotic (?)-Oudemansin X Utilizing L-Quebrachitol as a Chiral Pool. Chemistry Letters 21:4, pages 687-690.
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Takahiko Akiyama, Naoto Takechi, Shoichiro Ozaki & Kenji Shiota. (1992) A Chiral Synthesis of D- myo -Inositol 1-Phosphate Starting from L-Quebrachitol . Bulletin of the Chemical Society of Japan 65:2, pages 366-372.
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Noritaka Chida, Takahiko Tobe, Masami Suwama, Masami Ohtsuka & Seiichiro Ogawa. (1992) Formal total syntheses of (–)-isoavenaciolide and (–)-ethisolide from L -quebrachitol . J. Chem. Soc., Perkin Trans. 1:20, pages 2667-2673.
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Takahiko Akiyama, Hiroaki Shima & Shoichiro Ozaki. (1991) A concise synthesis of (?)-conduritol F from l-quebrachitol via AlCl3-n-Bu4NI mediated demethylation. Tetrahedron Letters 32:40, pages 5593-5596.
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Takahiko Akiyama, Hiroyuki Nishimoto & Shoichiro Ozaki. (1991) Diastereoselective reduction of ?-keto esters bearing chiro-inositol derivatives as chiral auxiliaries. Tetrahedron Letters 32:10, pages 1335-1338.
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Seiichiro Ogawa & Akihiro Isaka. (1991) Synthesis of several optically active O-methyl-inosamines and -inosadiamines from l-quebrachitol. Carbohydrate Research 210, pages 105-123.
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Noritaka Chida, Takahiko Tobe & Seiichiro Ogawa. (1991) Total synthesis of bengamide E. Tetrahedron Letters 32:8, pages 1063-1066.
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Takahiko Akiyama, Naoto Takechi, Hiroaki Shima & Shoichiro Ozaki. (1990) Anchimerically Assisted Demethylation of Methyl Ethers in Inositol Derivatives with an AlCl 3 ?NaI System . Chemistry Letters 19:10, pages 1881-1884.
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Noritaka Chida, Takahiko Tobe, Masami Suwama, Masami Ohtsuka & Seiichiro Ogawa. (1990) A formal total synthesis of (–)-lsoavenaciolide from L -quebrachitol . J. Chem. Soc., Chem. Commun.:14, pages 994-995.
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