TY - JOUR
T1 - -)-Quinic acid in organic synthesis. 1. A facile synthesis of 2- crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone
AU - K.M. Shing, Tony
AU - Tang, Ying
PY - 1990
Y1 - 1990
N2 - The glyoxalase 1 inhibitor COTC (2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (1) has been synthesised from (-)-quinic acid in thirteen steps; an interesting rearrangement involving a silyl migration upon oxidation of (l10) is also described.
AB - The glyoxalase 1 inhibitor COTC (2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (1) has been synthesised from (-)-quinic acid in thirteen steps; an interesting rearrangement involving a silyl migration upon oxidation of (l10) is also described.
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U2 - 10.1016/S0040-4020(01)96022-3
DO - 10.1016/S0040-4020(01)96022-3
M3 - Article
AN - SCOPUS:0025143056
SN - 0040-4020
VL - 46
SP - 6575
EP - 6584
JO - Tetrahedron
JF - Tetrahedron
IS - 18
ER -