75072-38-7Relevant 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.
Chemoselective and chemospecific protection and deprotection of a carbonyl group using polystyrene divinylbenzene sulfonic acid
Verma, Sanjeev K.,Sathe, Manisha,Kaushik
experimental part, p. 1701 - 1707 (2010/07/15)
Chemospecific protection of one carbonyl group of two identical carbonyls of 2,2-dialkyl-1,3-cyclohexanedione and chemoselective protection of aliphatic or aromatic carbonyls in the presence of conjugated carbonyl compounds using cross-linked polystyrene divinyl benzene sulfonic acid (SPS) as a heterogeneous catalyst has been demonstrated. Copyright
A transannular reaction in an anionic oxy-cope system9
Raju,Rajagopalan,Swaminathan,Shoolery
, p. 1577 - 1580 (2007/10/02)
The carbinol 8 is found to rearrange to the bicyclo (2,2,2) octane derivative 10 in the presence of base; the rearrangement involves a transannular reaction in a ten membered ring resulting from an Oxy-Cope system.