Carbocation rearrangements in aspernomine biosynthesis

Authors :: Ho, Gregory A.
Nouri, Dustin H.
Tantillo, Dean J.
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Apr2009, Vol. 50 Issue 14, p1578-1581. 4p.
Publication Year :: 2009
Abstract: Abstract: Quantum chemical calculations (B3LYP/6-31G(d)) on carbocation rearrangements that are proposed to occur in the biosynthesis of aspernomine are described. Based on these calculations, a pathway involving a concerted but asynchronous [4+2] cycloaddition that avoids the formation of a secondary carbocation is proposed for small model systems. [Copyright &y& Elsevier]

Subjects :: *CARBOCATIONS
*REARRANGEMENTS (Chemistry)
*BIOSYNTHESIS
*QUANTUM chemistry
*RING formation (Chemistry)
*ORGANIC compounds

Language :: English
ISSN :: 00404039
Volume :: 50
Issue :: 14
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 :: 36563798
Full Text :: https://doi.org/10.1016/j.tetlet.2009.01.098