197219-35-5Relevant academic research and scientific papers
An improved two-step synthetic route to primary allylic alcohols from aldehydes
Liu, Zheng,Gong, Yaqiong,Byun, Hoe-Sup,Bittman, Robert
experimental part, p. 470 - 475 (2010/06/14)
An improved two-step synthetic route to allylic alcohols from aldehydes has been developed. A modification of the HWE reaction in H2O-2-PrOH (1 : 1) and a convenient protocol to prepare AlH3 in THF from LiAlH 4 and n-BuBr are the key factors in the improvement.
Asymmetric synthesis of both the enantiomers of trans-3-hydroxypipecolic acid
Kumar, Pradeep,Bodas, Mandar S.
, p. 360 - 363 (2007/10/03)
(Chemical Equation Presented). Both the enantiomers of trans-3- hydroxypipecolic acid have been synthesized employing the Sharpless asymmetric dihydroxylation and epoxidation as the key steps starting from a commercially available starting material 1,4-bu
An efficient protocol for the preparation of MOM ethers and their deprotection using zirconium(IV) chloride
Sharma,Reddy, K. Laxma,Sree Lakshmi,Radha Krishna, Palakodety
, p. 9229 - 9232 (2007/10/03)
An efficient protocol for the preparation of MOM ethers from alcohols and formaldehyde dimethyl acetal (DMFA) using ZrCl4 (10 mol %) at room temperature under solvent free conditions has been developed. Similarly, the same Lewis acid, ZrCl4 (50 mol %), in isopropanol at reflux was utilised for the deprotection of MOM ethers. An efficient protocol for the preparation of MOM ethers from alcohols and formaldehyde dimethyl acetal (DMFA) using ZrCl4 (10 mol %) at room temperature under solvent free conditions has been developed. Similarly, the same Lewis acid, ZrCl4 (50 mol %), in isopropanol at reflux was utilised for the deprotection of MOM ethers.
Asymmetric synthesis of (-)-swainsonine, (+)-1,2-di-epi-swainsonine, and (+)-1,2,8-tri-epi-swainsonine
Lindsay, Karl B.,Pyne, Stephen G.
, p. 7774 - 7780 (2007/10/03)
The asymmetric synthesis of (-)-swainsonine via a nonchiral pool route that involves the Sharpless epoxidation to induce chirality is reported. The key steps involve vinyl epoxide aminolysis, ring-closing metathesis, and intramolecular N-alkylation to prepare the indolizidine ring and a highly diastereoselective cis-dihydroxylation using AD-mix-α. This synthetic strategy also allowed for the diastereoselective synthesis of (+)-1,2-di-epi-swainsonine and (+)-1,2,8-tri-epi-swainsonine.
The biomimetic construction of fused cyclic polyethers
Hayashi, Nobuyuki,Fujiwara, Kenshu,Murai, Akio
, p. 12425 - 12468 (2007/10/03)
The formation of fused cyclic ethers by biomimetic synthesis was demonstrated. The one-pot successive ring-expansion reactions of bromo diepoxides were investigated by regarding the epoxy groups as the nucleophiles for the intramolecular cationic carbons to obtain the fused cyclic ethers.
