2006
DOI: 10.1016/j.tet.2006.03.046
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A tandem enyne/ring closing metathesis approach to the synthesis of novel angularly fused dioxa-triquinanes

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Cited by 20 publications
(5 citation statements)
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“…The key domino reaction was then performed on all the acetates, TBSethers and unprotected alcohols to furnish the core structure of dioxatriquinanes with varying reaction yields (Scheme 5 and Table 1). [12] Thus, this work indirectly proved that the acetonide protection hindered the RCM reaction after initial enyne metathesis. Furthermore, feasibility of this tandem reaction has been demonstrated on several substrates including unprotected alcohols.…”
Section: Domino Enyne/rcm Reactionmentioning
confidence: 68%
“…The key domino reaction was then performed on all the acetates, TBSethers and unprotected alcohols to furnish the core structure of dioxatriquinanes with varying reaction yields (Scheme 5 and Table 1). [12] Thus, this work indirectly proved that the acetonide protection hindered the RCM reaction after initial enyne metathesis. Furthermore, feasibility of this tandem reaction has been demonstrated on several substrates including unprotected alcohols.…”
Section: Domino Enyne/rcm Reactionmentioning
confidence: 68%
“…In 2004, our group reported the use of sugar backbones to accomplish the synthesis of angularly fused dioxatriquinanes through a novel domino metathesis strategy. 11 …”
Section: Enyne Metathesis/rcm Cascadesmentioning
confidence: 99%
“…The majority of the strategies developed in past few decades give access to unsymmetrical aza-and oxa-triquinanes. [9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24] Far less attention has been paid to develop strategies that would incorporate symmetrical dioxa-linear-triquinane. In continuation of our interest in the synthesis of oxa-, aza-bowls, cages and triquinanes, herein we describe an efficient approach to symmetrical linear dioxatriquinanes and oxadiquinanes through the stereoselective addition of nucleophiles to oxonium ion intermediate.…”
Section: Introductionmentioning
confidence: 99%