Tetrahedron

Studies on structurally simple α, β-butenolides—I: New syntheses of racemic γ-hydroxymethyl-α, β-butenolide and derivatives

J Cardellach, C Estopa, J Font, M Moreno-Manas…

Index: Cardellach, J.; Estopa, C.; Font, J.; Moreno-Manas, M.; Ortuno, R. M.; et al. Tetrahedron, 1982 , vol. 38, # 15 p. 2377 - 2394

Full Text: HTML

Citation Number: 61

Abstract

Exhaustive approaches to the synthesis of racemic γ-heterosubstituted γ-methyl-α, β- butenolides are presented, starting mainly from C3 synthons (glyceraldehyde, glycidaldehyde, acrolein and 2, 3-epoxypropyl ethers). Good general methods for the preparation of γ-hydroxymethyl-α, β-butenolide 2, several of its ether derivatives, as well as of γ-bromomethyl-α, β-butenolide 5, are given. The reactivities of these structurally simple ...

 Related Synthetic Route

~76%

~%

~12%

~%

~91%

~%

~%

~%

~%

~%

~%

~18%

~0%

Detail

~0%

Detail

~%

~%

~%

~%

~%

~68%

~%

~%

~0%