TY - JOUR
T1 - Studies on structurally simple α,β-butenolides-I. New syntheses of racemic γ-hydroxymethyl-α,β-butenolide and derivatives
AU - Cardellach, J.
AU - Estopa, C.
AU - Font, J.
AU - Moreno-Mañas, M.
AU - Ortuño, R. M.
AU - Sanchez-Ferrando, F.
AU - Valle, S.
AU - Vilamajo, L.
PY - 1982/1/1
Y1 - 1982/1/1
N2 - 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 but highly functionalized compounds, convenient synthons for more complex molecules, are preliminarily explored. © 1982.
AB - 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 but highly functionalized compounds, convenient synthons for more complex molecules, are preliminarily explored. © 1982.
U2 - 10.1016/0040-4020(82)87016-6
DO - 10.1016/0040-4020(82)87016-6
M3 - Article
SN - 0040-4020
VL - 38
SP - 2377
EP - 2394
JO - Tetrahedron
JF - Tetrahedron
IS - 15
ER -