2015
DOI: 10.1016/j.tet.2015.03.118
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A unified strategy for the synthesis of three conicol marine natural products

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Cited by 30 publications
(29 citation statements)
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“…Therefore, the development of transition‐metal‐free green synthetic routes to access diversified libraries of polyfunctionalized biaryls and heterobiaryls is still highly desirable. In recent years we have been studying new environmentally friendly high‐pressure‐mediated chemical processes to access diverse target molecules . In a recent report we disclosed a strategy for the synthesis of various substituted 1,1′‐biaryls involving the Wittig reaction to convert substituted benzylideneacetones into the corresponding phenylbutadienes, subsequent Diels–Alder reaction of the phenylbutadienes with methyl propiolate and the final aromatization process.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…Therefore, the development of transition‐metal‐free green synthetic routes to access diversified libraries of polyfunctionalized biaryls and heterobiaryls is still highly desirable. In recent years we have been studying new environmentally friendly high‐pressure‐mediated chemical processes to access diverse target molecules . In a recent report we disclosed a strategy for the synthesis of various substituted 1,1′‐biaryls involving the Wittig reaction to convert substituted benzylideneacetones into the corresponding phenylbutadienes, subsequent Diels–Alder reaction of the phenylbutadienes with methyl propiolate and the final aromatization process.…”
Section: Introductionmentioning
confidence: 99%
“…In a recent report we disclosed a strategy for the synthesis of various substituted 1,1′‐biaryls involving the Wittig reaction to convert substituted benzylideneacetones into the corresponding phenylbutadienes, subsequent Diels–Alder reaction of the phenylbutadienes with methyl propiolate and the final aromatization process. [7d] This three‐step approach has allowed us to construct biaryl compounds possessing electron‐donating substituents (alkoxy/alkyl/halogen) at the 2‐ ,4‐ and 6‐positions and in each case a methyl and methoxycarbonyl group at the 3′‐ and 6′‐positions, respectively.…”
Section: Introductionmentioning
confidence: 99%
“…The influence of solvents in the Diels-Alder reaction and the preparation of Δ 9 -THC and derivatives was also demonstrated later. The previously used aryl alkene substituent 70 was transformed into dienophile 73 using a Wittig olefination, and reacted with alkene 65 and alkyne 66 coupling partners in a hyperbaric Diels-Alder cyclisation reaction (Scheme 16, bottom route). The optimal results with methyl vinyl ketone (74a) or methyl acrylate (74b) were obtained in ethanol at 9 kbar providing olefin 75 in high cis-selectivity.…”
Section: Concerted Approachesmentioning
confidence: 99%
“…They are involved in a variety of molecular recognition phenomena of physiological and biological relevance as well as in pathological events, such as cancer or bacterial infections. [26,27] Their skeletons, composed of one or more furanose and/or pyranose cycles, have multiple hydroxyl groups in different orientations, depending on the type of saccharide, that can be linked to suitable molecules or can be opportunely transformed into other functional groups, [28] generating an impressive multiplicity of different compounds and providing an excellent platform to tailor molecular diversity. For these reasons, recently, a number of small-molecule carbohydrate-based fluorophores have been involved in the investigation of biological processes.…”
Section: Carbohydrates and Bodipys: Access To Biocompatible Nir Probesmentioning
confidence: 99%