64551-84-4Relevant articles and documents
Synthesis of paclitaxel. 1. synthesis of the abc ring of paclitaxel by SmI2-mediated cyclization
Fukaya, Keisuke,Tanaka, Yuta,Sato, Ayako C.,Kodama, Keisuke,Yamazaki, Hirohisa,Ishimoto, Takeru,Nozaki, Yasuyoshi,Iwaki, Yuki M.,Yuki, Yohei,Umei, Kentaro,Sugai, Tomoya,Yamaguchi, Yu,Watanabe, Ami,Oishi, Takeshi,Sato, Takaaki,Chida, Noritaka
supporting information, p. 2570 - 2573 (2015/06/16)
A convergent synthesis of the ABC ring of antitumor natural product paclitaxel (Taxol) is described. SmI2-mediated reductive cyclization of an allylic benzoate possessing an aldehyde function, synthesized from tri-O-acetyl-d-glucal and 1,3-cyclohexanedione, smoothly afforded the highly strained 6-8-6 tricarbocyclic structure in 66% yield.
Design of chiral auxiliaries for the allene ether Nazarov cyclization
Banaag, April R.,Tius, Marcus A.
, p. 5328 - 5329 (2008/02/04)
A 1,3- or a 1,4-cis axial tert-butyldimethylsilyloxy substituent on the pyranose derived chiral auxiliary for the allene ether Nazarov cyclization leads to products in high optical purity. α-Pyranose and β-pyranose derived auxiliaries lead to enantiomeric products. Copyright
Synthesis of C7-C16-alkyl 2,3-dideoxy glucosides from glucose and fatty alcohols
Konstantinovic,Predojevic,Gojkovic,Ratkovic,Mojsilovic,Pavlovic
, p. 1242 - 1244 (2007/10/03)
C7-C16-alkyl 2,3-dideoxy glucosides have been synthesized from glucose and C7-C16-alkanols by Ferrier reaction using boron trifluoride etherate (BF3·Et2O) as Lewis acid catalyst in key step.
