Total synthesis of radicamine B and 5-epi-radicamine B

Authors :: Jagadeesh, Y.
Venkateswara Rao, B.
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Nov2011, Vol. 52 Issue 48, p6366-6369. 4p.
Publication Year :: 2011
Abstract: Abstract: Radicamine B 5 was synthesized from p-hydroxy benzaldehyde 7 stereoselectively using acid catalysed amido cyclisation with the help of neighbouring group participation (NGP). Without NGP both radicamine B 5 and its epimer 5-epi radicamine B 6 were obtained. The key steps of the synthesis are Sharpless asymmetric dihydroxylations and acid mediated amido cyclisation. [Copyright &y& Elsevier]

Subjects :: *ORGANIC synthesis
*PYRROLIDINE
*BENZALDEHYDE
*CATALYSIS
*RING formation (Chemistry)
*ASYMMETRY (Chemistry)
*HYDROXYLATION

Language :: English
ISSN :: 00404039
Volume :: 52
Issue :: 48
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 66944325
Full Text :: https://doi.org/10.1016/j.tetlet.2011.09.043