Sökning: WFRF:(Gatti Roberto) > Stereocontrolled La...
Fältnamn | Indikatorer | Metadata |
---|---|---|
000 | 02556naa a2200361 4500 | |
001 | oai:DiVA.org:uu-84520 | |
003 | SwePub | |
008 | 061116s1993 | |||||||||||000 ||eng| | |
024 | 7 | a https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-845202 URI |
024 | 7 | a https://doi.org/10.1021/jo00072a0292 DOI |
040 | a (SwePub)uu | |
041 | a engb eng | |
042 | 9 SwePub | |
072 | 7 | a ref2 swepub-contenttype |
072 | 7 | a art2 swepub-publicationtype |
100 | 1 | a Bäckvall, Jan-E.u Uppsala universitet,Organisk kemi I4 aut |
245 | 1 0 | a Stereocontrolled Lactonization Reactions via Palladium-Catalyzed 1,4-Addittion to Conjugated Dienes |
264 | c 2002-05-01 | |
264 | 1 | b American Chemical Society (ACS),c 1993 |
338 | a print2 rdacarrier | |
520 | a Stereocontrolledp alladium(I1)-catalyzed1 ,4-chloro-and 1,4-acetoxylactonizations o f conjugated cyclic dienes have been developed to give stereodefined fused lactones. The stereochemistry of the 1,4- acetoxylactonization was controlled by the ligand on the metal catalyst, and in this way either a cisor truns-acetoxylactonization was obtained. This dual stereoselectivity is explained by a stereocontrolled acetate attack (trans or cis, respectively) on the allyl group in the catalytic (π-allyl)- palladium intermediate. To further strengthen the mechanism the intermediate (π-ally1)palladium complex was isolated and fully characterized. A stereospecific synthesis of cis- and truns-2-[6- (benzyloxy)-2,4-heptadien-l-yllacetic a cid (cis- and truns-9) followed by stereoselective Pd(I1)- catalyzed chloro- and acetoxylactonization in acetonelacetic acid resulted in highly functionalized fused lactones with control of the relative stereochemistry at four different carbons. | |
650 | 7 | a NATURVETENSKAPx Kemix Organisk kemi0 (SwePub)104052 hsv//swe |
650 | 7 | a NATURAL SCIENCESx Chemical Sciencesx Organic Chemistry0 (SwePub)104052 hsv//eng |
653 | a Organic chemistry | |
653 | a Organisk kemi | |
700 | 1 | a Granberg, Kennth L.4 aut |
700 | 1 | a Andersson, Pheru Uppsala universitet,Organisk kemi I4 aut0 (Swepub:uu)phergas |
700 | 1 | a Gatti, Roberto4 aut |
700 | 1 | a Gogoll, Adolfu Uppsala universitet,Organisk kemi I4 aut0 (Swepub:uu)adolfgog |
710 | 2 | a Uppsala universitetb Organisk kemi I4 org |
773 | 0 | t Journal of Organic Chemistryd : American Chemical Society (ACS)g 58:20, s. 5445-5451q 58:20<5445-5451x 0022-3263x 1520-6904 |
856 | 4 8 | u https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-84520 |
856 | 4 8 | u https://doi.org/10.1021/jo00072a029 |
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