83720-10-9Relevant articles and documents
An Enantioselective Total Synthesis of (-)-Talaromycins A and B
Smith, Amos B.,Thompson, Andrew S.
, p. 1469 - 1471 (1984)
The first enantioselective total synthesis of (-)-talaromycin A and B from a common advanced intermediate is described.
Enantioselective Total Synthesis of the Mycotoxin (-)-Talaromycin B by a Hetero Diels-Alder Reaction
Tietze, Lutz F.,Schneider, Christoph
, p. 2476 - 2481 (2007/10/02)
(-)-Talaromycin B was formed in an overall yield of 5 percent in nine steps via a hetero Diels-Alder reaction of the exocyclic vinyl ether 3 and methyl O-benzoyldiformylacetate (4) as the key transformation.The enantiomerically pure vinyl ether 3 was prep
Synthesis of Talaromycins A, B, C, and E
Baker, Raymond,Boyes, Alastairs L.,Swain, Christopher J.
, p. 1415 - 1421 (2007/10/02)
The synthesis of 2,2-diethyl-5-ethynyl-1,3-dioxane (9) is reported in an overall yield of 27percent from diethyl malonate.Addition of 5-ethyl tetrahydropyran-2-one to the lithium anion of (9) gave the hydroxy ketoacetylene (10) which was converted in four steps to the olefinic spiroacetals (19) and (20), which were obtained in a ratio of 2:1.The individual olefinic spiroacetals (19) and (20) gave access to the (+/-)-talomycins A and C, and B and E via a chlorohydration, reductive dechlorination, and deprotection sequence.