Deep Sea Adriana Lorente,†,‡ Janire Lamariano-Merketegi,†,‡ Fernando Albericio,†,‡,§,# and Mercedes Álvarez*,†,‡,⊥ †Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Baldiri Reixac 10, 08028 Barcelona, Spain ‡CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain Department of Organic Chemistry, University of Barcelona, 08028 Barcelona, Spain School of Chemistry, University of KwaZulu-Natal, 4001-Durban, South Africa Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, 08028 Barcelona, Spain

Tetrahydrofuran-containing macrolides: a fascinating gift from the deep sea.

[2,3]-Sigmatropic rearrangement processes of allylic ylides or their equivalents can be applied to a variety of different substrates and generate products of wide interest/applicability to organic synthesis. This review describes the development and applications of stereoselective [2,3]-rearrangement reactions in which a substoichiometric amount of a catalyst is used in either the formation of the reactive intermediate or the [2,3]-rearrangement step itself.

/pdf/catalytic-stereoselective-2-3-rearrangement-reactions-1y466l5nmd.pdf

Catalytic Stereoselective [2,3]-Rearrangement Reactions

Ring‐Closing Metathesis

Intramolecular generation and rearrangement of oxonium ylides: methodology studies and their application in synthesis

The chemistry of the carbontransition metal double and triple bond: annual survey covering the year 2000☆

The C-1-C-12 segment of the amphidinolides T1-T5 has been synthesised in an efficient manner. The key transformations are highly diastereoselective rearrangement of an oxonium ylide, or metal-bound ylide equivalent, produced by intramolecular reaction of a copper carbenoid with an allylic ether, and macrocyclic fragment coupling by one-pot ring-closing metathesis and hydrogenation.

Concise synthesis of the C-1–C-12 fragment of amphidinolides T1–T5

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Concise synthesis of the C-1–C-12 fragment of amphidinolides T1–T5