Get Organic Synthesis: State of the Art 2007 - 2009 PDF

By Douglass Taber

ISBN-10: 0199764549

ISBN-13: 9780199764549

Natural synthesis is a colourful and swiftly evolving box; we will be able to now cyclize amines without delay onto alkenes. just like the first books during this sequence, Organic Synthesis: cutting-edge 2003-2005 and Organic Synthesis: cutting-edge 2005-2007, this reference leads readers speedy to crucial contemporary advancements. years of Taber's well known weekly on-line column, "Organic Chemistry Highlights", as featured at the organic-chemistry.org web site, are consolidated right here, with cumulative indices of all 3 volumes during this sequence. vital issues which are lined diversity from strong new equipment for C-C bond development to uneven organocatalysis and direct C-H functionalization.

This go-to reference makes a speciality of crucial fresh advancements in natural synthesis, and features a succinct research of the importance and applicability of every new man made approach. It information and analyzes greater than twenty complicated overall syntheses, together with the Sammakia synthesis of the Macrolide RK-397, the Ley synthesis of Rapamycin, and the Kobayashi synthesis of (-)-Norzoanthamine.

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2008, 130, 1562) ring-closing metathesis to enynes such as 19. The product diene 20 was a reactive Diels-Alder dienophile. István E. Markó of the Université Catholique de Louvain applied (Tetrahedron Lett. 2008, 49, 1523) the known (OHL 20070122) ring-closing metathesis of enol ethers to the cyclization of the Tebbe product from 23. The ether 24 was oxidized directly to the lactone 25. Jacques Eustache of the Université de Haute-Alsace observed (Tetrahedron Lett. 2008, 49, 1192) that ring-opening/ring-closing metathesis proceeded efficiently with 26, but not with the ether epimeric at the indicated position.

Hisanaka Ito of the Tokyo University of Pharmacy and Life Sciences took advantage (Organic Lett. 2008, 10, 3873) of the reducing power of Cp2Zr to selectively remove the allyl ethers from 5, to give 6. These conditions might also remove propargyl ethers. Br3 TBSO N CH3OH HO Bn 2 O O O O O O 3 Bn iPrNH2 H2O O HO 4 H OTBS OTBS Ar Cp2ZrCl2 O Au cat 2 x BuLi O SmI2 O O HO 7 OH 5 HO 8 6 Esters can also be useful protecting groups. Naoki Asao of Tohoku University developed (Tetrahedron Lett. 2008, 49, 7046) the o-alkynyl ester 7.

Filtration of the reaction mixture through polymerbound diethanolamine removed > 95% of the Pd from the product. Patrick Pale of the Université Louis Pasteur has established (Tetrahedron Lett. 2007, 48, 8895) improved conditions for preparing diphenylmethyl ethers such as 10. The protecting group was removed with the Pd catalyst and ethanol. OH Et3SiH OSiEt3 Rh cat 2 1 O O O O catechol borane Rh cat TESO TESO OTBS 3 OH 4 BO Pd cat/ O 6; OH polymerethanolamine OTBS OTBS 5 OH Ph 9 Ph OH 7 Ph O Ph PdCl2 cat OBn 8 OBn 10 Amines can be activated for alkylation by N-formylation.

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Organic Synthesis: State of the Art 2007 - 2009 by Douglass Taber


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