A formal stereoselective synthesis of (−)-brevisamide.

Authors :: Yadav, J.S.
Raju, A.
Ravindar, K.
Subba Reddy, B.V.
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jun2013, Vol. 54 Issue 25, p3227-3229. 3p.
Publication Year :: 2013
Abstract: Abstract: An efficient stereoselective formal synthesis of marine derived monocyclic ether (−)-brevisamide is reported. The key steps involved in this synthesis are syn-Aldol reaction, Sharpless asymmetric epoxidation, and stereoselective construction of tetrahydropyran ring by 6-endo-cyclization of suitably substituted hydroxy styrylepoxide. [Copyright &y& Elsevier]

Subjects :: *ASYMMETRIC synthesis
*AMIDE synthesis
*ETHER synthesis
*ALDOL condensation
*EPOXIDATION
*TETRAHYDROPYRANYL compounds

Language :: English
ISSN :: 00404039
Volume :: 54
Issue :: 25
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 :: 89099339
Full Text :: https://doi.org/10.1016/j.tetlet.2013.01.134