68931-51-1Relevant articles and documents
PROCESS FOR THE MANUFACTURE OF 2-PENTYN-1-OL
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Page/Page column 6, (2012/08/08)
The present invention is directed to a process for the manufacture of 2-pentyn-1-ol starting from 2-propyn-1-ol via the following intermediates (I), (II) wherein R1 is H or linear C1-6 alkyl, R2 is linear C1-6 alkyl or branched C3-6 alkyl and R3 is linear C1-6 alkyl, as well as to the intermediates themselves.
Generally applicable organocatalytic tetrahydropyranylation of hydroxy functionalities with very low catalyst loading
Kotke, Mike,Schreiner, Peter R.
, p. 779 - 790 (2008/01/03)
This paper presents the first acid-free, organocatalytic tetrahydropyran and 2-methoxypropene protection of alcohols, phenols, and other ROH derivatives utilizing privileged N,N′-bis[3,5-bis(trifluoromethyl)phenyl]thiourea and a polystyrene-bound analogue. The reactions are broadly applicably (also on preparative scale), in particular, to acid-sensitive substrates such as aldol products, hydroxy esters, acetals, silyl-protected alcohols, and cyanohydrins. The catalytic efficiency is truly remarkably with turnover numbers of 100,000 and turnover frequencies of up to 5700 h-1 at catalyst loadings down to 0.001 mol%. The computationally supported mechanistic interpretation emphasizes the hydrogen bond assisted heterolysis of the alcohol and concomitant preferential stabilization of the oxyanion hole in the transition state. Georg Thieme Verlag Stuttgart.
The synthesis of 11R- and 11S-HETE and of 11-R,S-HPETE methyl esters
Just,Luthe,Phan Viet
, p. 712 - 717 (2007/10/02)
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