Tetrahedron

Stereoselective migration of sterically hindered organoboranes in cyclic and acyclic systems. A stereoselective allylic C–H activation reaction

E Hupe, D Denisenko, P Knochel

Index: Hupe, Eike; Denisenko, Dmitri; Knochel, Paul Tetrahedron, 2003 , vol. 59, # 46 p. 9187 - 9198

Full Text: HTML

Citation Number: 12

Abstract

The diastereoselective synthesis of organic molecules is an important research field and numerous important synthetic contributions have been made in recent years. 1 It was known that organoboranes derived from disubstituted olefins by hydroboration undergo a thermal isomerization at elevated temperatures (100–160°C). 2. and 3. We have shown that cyclic 3. and 4. and acyclic 5 tetrasubstituted olefins undergo a 1,2-thermal migration under milder conditions. Furthermore, these ...

Relative Extents of Rearrangement of Some Primary Amines of the Neopentyl Type with Nitrous Acid. Electronic vs. Steric Factors1

[Brodhag; Hauser Journal of the American Chemical Society, 1955 , vol. 77, p. 3024,3030]

Mechanism of the Reaction between Hindered Carbonyl Compounds and the Grignard Reagent. II1

[Arnold; Liggett Journal of the American Chemical Society, 1942 , vol. 64, p. 2875]

A One??Pot Cross??Pinacol Coupling/Rearrangement Procedure

[Scheffler, Ulf; Mahrwald, Rainer Helvetica Chimica Acta, 2012 , vol. 95, # 10 p. 1970 - 1975,6]