325459-04-9Relevant academic research and scientific papers
Triphosgene-amine base promoted chlorination of unactivated aliphatic alcohols
Villalpando, Andres,Ayala, Caitlan E.,Watson, Christopher B.,Kartika, Rendy
, p. 3989 - 3996 (2013/06/04)
Unactivated α-branched primary and secondary aliphatic alcohols have been successfully transformed into their corresponding alkyl chlorides in high yields upon treatment with a mixture of triphosgene and pyridine in dichloromethane at reflux. These mild chlorination conditions are high yielding, stereospecific, and well tolerated by numerous sensitive functionalities. Furthermore, no nuisance waste products are generated in the course of the reactions.
Chemoselective cross metathesis of bishomoallylic alcohols: Rapid access to fragment A of the cryptophycins
Lautens, Mark,Maddess, Matthew L.
, p. 1883 - 1886 (2007/10/03)
Equation presented. The racemic or enantioselective allylation of in situ formed β,γ-unsaturated aldehydes provides efficient access to bishomoallylic alcohols from readily available 2-vinyloxiranes. These products, when subjected to modified Grubbs cross
Allylation of epoxides with allylic indium reagents
Hirashita, Tsunehisa,Mitsui, Kazuma,Hayashi, Yousuke,Araki, Shuki
, p. 9189 - 9191 (2007/10/03)
Allylindium sesquihalide reacts with epoxide to give homoallyl alcohol via a 1,2-shift reaction. In contrast, allylindate gives the ring-opening product without rearrangement.
