منابع مشابه
Total Synthesis of Brevetoxin B. 2. Second Generation Strategies and Construction of the Dioxepane Region [DEFG]
The second generation strategy for the total synthesis of brevetoxin B (1) is presented. According to this strategy, the heptacyclic [ABCDEFG] phosphonium iodide 4 and the tricyclic [IJK] aldehyde 3 were defined as the precursors for the brevetoxin B skeleton. The Yamaguchi lactonization was successfully applied for the formation of the [EFG] and [DEFG] lactones (15 7) and (29 6), respectively....
متن کاملTotal Synthesis of Brevetoxin B. 1. First Generation Strategies and New Approaches to Oxepane Systems
The first generation strategies toward the total synthesis of brevetoxin B (1) are presented and the syntheses of the key intermediates 3, 4, 5, 67, 83, and 94—98 required for the projected construction are described. The earliest and most convergent strategy required the application of the hydroxy epoxide cyclization and the intramolecular conjugate addition as key reactions for the constructi...
متن کاملEnantioselective total synthesis of brevetoxin A: convergent coupling strategy and completion.
A highly convergent, enantioselective total synthesis of brevetoxin A is reported. The development of a [X+2+X] Horner-Wadsworth-Emmons/cyclodehydration/reductive etherification convergent coupling strategy allowed a unified approach to the synthesis of two advanced tetracyclic fragments from four cyclic ether subunits. The Horner-Wittig coupling of the two tetracyclic fragments provided substr...
متن کاملTotal synthesis of largamide B.
Total synthesis of the cyanobacterial metabolite largamide B and the disproval of its originally assigned stereochemistry as well as confirmation of the revised stereochemistry are reported.
متن کاملTotal Synthesis of Paecilomycin B.
Starting from the glucose-derived δ-lactone and the functionalized aryl bromide, the first total synthesis of naturally occurring paecilomycin B was achieved via functionalized aryl-β-C-glycoside synthesis using 2,4,6-triisopropylphenyllithium under Barbier-type reaction conditions and ring-closing metathesis as the key steps.
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ژورنال
عنوان ژورنال: Journal of Synthetic Organic Chemistry, Japan
سال: 2007
ISSN: 0037-9980,1883-6526
DOI: 10.5059/yukigoseikyokaishi.65.430