Catalytic Asymmetric Synthesis of Macrocyclic ( E )-Allylic Alcohols from ω-Alkynals via Intramolecular 1-Alkenylzinc/Aldehyde Additions

Article Article scientifique Article Catalytic Asymmetric Synthesis of Macrocyclic ( E )-Allylic Alcohols from ω-Alkynals via Intramolecular 1-Alkenylzinc/Aldehyde Additions eng 2001-06-20 2001-07-01 author Von Oppolzer Wolfgang 25270 author Radinov Rumen author El-Sayed Emad 94245 4766-4770 10.1021/jo000463n 11442401 0022-3263 https://pubs.acs.org/doi/10.1021/jo000463n The ω-alkynals yielded macrocyclic (S)-allylic alcohols in a one-pot reaction sequence involving alkyne monohydroboration, boron to zinc transmetalation, and ((+)-DAIB)-catalyzed enantioselective intramolecular ring closure to the aldehyde function. A general study of this macrocyclization methodology is presented with respect to ligand type, size, and nature of the formed rings. Dewey 540 36 Département de chimie organique 141 false Journal of organic chemistry 66 14 aa353a26-edcb-4af7-b324-c44ef321a4b8 Article (Published version) Restricted jo000463n.pdf 67693 application/pdf Vignette Public jo000463nn00001.gif 30938 image/gif restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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Catalytic Asymmetric Synthesis of Macrocyclic ( E )-Allylic Alcohols from ω-Alkynals via Intramolecular 1-Alkenylzinc/Aldehyde Additions	Journal of organic chemistry			2001	590	0

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El-Sayed, Emad