54826-92-5Relevant articles and documents
Hollenbeak,K.H.,Kuehne,M.E.
, p. 2307 - 2316 (1974)
Iridium-Catalyzed Dynamic Kinetic Isomerization: Expedient Synthesis of Carbohydrates from Achmatowicz Rearrangement Products
Wang, Hao-Yuan,Yang, Ka,Bennett, Scott R.,Guo, Sheng-Rong,Tang, Weiping
supporting information, p. 8756 - 8759 (2015/11/27)
A highly stereoselective dynamic kinetic isomerization of Achmatowicz rearrangement products was discovered. This new internal redox isomerization provided ready access to key intermediates for the enantio- and diastereoselective synthesis of a series of naturally occurring sugars. The nature of the de novo synthesis also enables the preparation of both enantiomers.
δ-Lactone formation from δ-hydroxy-trans-α,β-unsaturated carboxylic acids accompanied by trans-cis isomerization: synthesis of (-)-tetra-O-acetylosmundalin
Ono, Machiko,Zhao, Xi Ying,Shida, Yuki,Akita, Hiroyuki
, p. 10140 - 10148 (2008/02/13)
(±)-(4,5-anti)-4-Benzyloxy-5-hydroxy-(2E)-hexenoic acid 6 was subjected to δ-lactonization in the presence of 2,4,6-trichlorobenzoyl chloride and pyridine to give the α,β-unsaturated-δ-lactone congener (±)-7 (87% yield) accompanied by trans-cis isomerizat