Tetrahedron

Synthetic studies on the CDEF ring system of lactonamycin

R Le Vézouët, AJP White, JN Burrows, AGM Barrett

Index: Le Vezouet, Ronan; White, Andrew J.P.; Burrows, Jeremy N.; Barrett, Anthony G.M. Tetrahedron, 2006 , vol. 62, # 52 p. 12252 - 12263

Full Text: HTML

Citation Number: 15

Abstract

Both (1) furan–maleimide Diels–Alder cycloaddition reaction and (2) furan–benzyne cycloaddition, Suzuki cross-coupling, boron-mediated aldol, and electrophilic aromatic substitution reactions were examined for the construction of the CDEF ring system of lactonamycin (1).

 Related Synthetic Route

~94%

~%

~%

~%

~%

~30%

~92%

~%

~83%

~%

~%

~%

~71%

~%

~%

~%

~%

~99%

~%

~%

~%

~%

~%

~%

~52%

~%

~%

~%

~%

~%

~%

~%

~93%

~89%

~%