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Facile synthesis of the cyclopentane moiety of (all-E,2R,5R,6S)-2,6-cyclolycopene-1,5-diol

✍ Scribed by Bruno Traber; Hanspeter Pfander


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
72 KB
Volume
41
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


2,6-Cyclolycopene-1,5-diol: Total synthe
✍ Bruno Traber; Hanspeter Pfander πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 624 KB

2,6-Cyclolycopene-l,5-diol (3) was synthesized in 9 steps starting from Β’t-terpinyl acetate (11). This represents the first total synthesis of an oxidative metabolite of lycopene (2). The synthesis was performed according to a C~.s + C~o + Cm5 = C40 strategy using the Wittig olefination to couple th

Asymmetric synthesis of (2R,5R)-2,5-diam
✍ Steven D Bull; Alexander N Chernega; Stephen G Davies; William O Moss; Richard M πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 528 KB

Sch611kopf's auxiliary 16 was added to bis-lactim iodide 21 to give 1,2-bis[(3S,6R)-3,6dihydro-2,5-dimethoxy-3-isopropylpyrazin-6-yl]ethane 22 in 50% d,e. Dimer 22 was separated from its diastereoisomer 23 and deprotected using 6M HCI to afford homochiral (2R,5R)-2,5-diaminohexan-1,6dioic acid 24.