Total synthesis of (−)-5,6-seco-germacrane lactone
نویسندگان
چکیده
منابع مشابه
Total synthesis of seco-lateriflorone
A convergent strategy toward the synthesis of lateriflorone (5) is described. Our approach is based on biosynthetic considerations and draws on a sequence of prenylation, oxygenation and Claisen reactions for the construction of chromenequinone 6, and a tandem Claisen/Diels–Alder reaction cascade for the synthesis of caged tricycle 7. Union of fragments 6 and 7 led to the synthesis of secolater...
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The title compound, C(27)H(34)O(5), a beyerane-type diterpenoid prepared by peroxidation and benzoyl-ation of isosteviol, contains a fused six-membered ring system. The O atoms of the benzoic ester and the lactone are disordered with occupancy ratios of 0.6 (4):0.4 (4) and 0.6 (2):0.4 (2), respectively. Three cyclo-hexane rings have chair conformations, whereas the remaining lactone ring adopts...
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The underlying stereochemically complex and densely functionalized scaffold of the B-seco limonoids was synthesized employing an Ireland-Claisen rearrangement as key transformation.
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Rosangela da Silva*, Paulo Marcos Donate, Gil Valdo José da Silva, Susimaire Pedersoli a and Carlos Alemán Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av. Bandeirantes, 3900, 14040-901 Ribeirão Preto SP, Brazil Departament d’Enginyería Química, E.T.S. d’Enginyers Industrials de Barcelona, Universitat Politécnica de Catalunya, ...
متن کامل4,5-seco-guaiane and a nine-membered sesquiterpene lactone from Holostylis reniformis.
Root extracts of Holostylis reniformis (Aristolochiaceae) yielded three new natural sesquiterpenes, a sesquiterpene with an unusual carbon skeleton, 4,5-seco-guaiane (7-epi-11-hydroxychabrolidione A, 1), a nine-membered lactone with new carbon skeleton (holostylactone, 2), and a new megastigmane [(6S,7E)-6,9-dihydroxy-10-(2'-hydroxy-ethoxy)-4,7-megastigmadien-3-one, 3], together with bulnesol a...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2015
ISSN: 0040-4020
DOI: 10.1016/j.tet.2015.02.093