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Palladium-mediated rearrangements

A domino palladium(II)-mediated rearrangement/oxidative cyclization of /3-aminocyclopropanoLs has been reported by Brandi and co-workers lead-... [Pg.142]

The intramolecular Diels-Alder reaction of 5-(3-butynyl)-3//-pyran[2,3-c]isoquinoline-3,6-dione (132) in boiling benzene afforded a pyrrolophe-nanthridone, which yielded 2-methoxy-anhydrolycorin-7-one (136). Hippadine (44) was synthesized by means of l-aza-T-oxa[3.3]sigmatropic rearrangement of A-(2-methoxycarbonylvinyloxy)-8,9-methylenedioxy-phenanthridin-6-one (133) (137) or by palladium-mediated intramolecular cyclization of 7-bromo-A-[(6-bromo-3,4-methylenedioxy)benzoyl]indoline (134) (138) (Fig. 10). [Pg.360]

Allyl A -phenylimidates are known to undergo thermal rearrangement to y.d-unsaturated anilides via their ketene A 0-acetal isomers250,231. The palladium(II)-mediated rearrangement preferentially leads to T -double-bond geometry, but decreased selectivities are observed in the case of an electron-donating substituent in position 2 of the pericyclic system, as in the rearrangement of 1361 and 2126. [Pg.60]

Moreover, the palladium(II)-mediated rearrangements proceed with complete chirality transfer (see Section 1.6.3.1.1.3.1.3. p 3393). [Pg.62]

Choudhury et al." employed an unprecedented palladium mediated Ferrier type rearrangement glycosidation and succeeded in synthesis of 226 (Scheme 12.53). It is noteworthy that classical Ferrier rearrangement does not work on furanoid glycals. [Pg.455]

Attempts to selectively arylate [6,6]-spiroacetal enol ethers at the 2-position under palladium-mediated arylation conditions gave the double-Heck product, while reaction with benzenesulfinic acid resulted in rearrangement to the corresponding 5-phenylsulfonyl-3,4,5,6-tetrahydrochromans (Scheme 140). ... [Pg.525]

Murahashi s protocol d of the palladium-mediated aza-Claisen rearrangement in the course of the synthesis of madangamine A. d ... [Pg.73]

Another synthesis of 127 relied on palladium mediated Perrier rearrangement-type glycosidation of a furanoid glycal (Scheme 43) [153]. The initial steps of... [Pg.619]

Moyano A, Rosol M, Moreno RM, Lopez C, Maestro MA (2005) Oxazoline-mediated interannular cyclopalladation of ferrocene chiral palladium(II) catalysts for the enantioselective Azti-Claisen rearrangement. Angew Chem Int Ed 44 1865-1869... [Pg.172]

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