Cobalt-Catalyzed Asymmetric Hydroboration/Cyclization of 1,6-Enynes with Pinacolborane

Songjie Yu, Caizhi Wu, Shaozhong Ge*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

61 Citations (Scopus)

Abstract

We report a cobalt-catalyzed asymmetric hydroboration/cyclization of 1,6-enynes with catalysts generated from Co(acac) 2 and chiral bisphosphine ligands and activated in situ by reaction with pinacolborane (HBpin). A variety of oxygen-, nitrogen-, and carbon-tethered 1,6-enynes underwent this asymmetric transformation, yielding both alkyl- and vinyl-substituted boronate esters containing chiral tetrahydrofuran, cyclopentane, and pyrrolidine moieties with high to excellent enantioselectivities (86%-99% ee).

Original languageEnglish
Pages (from-to)6526-6529
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number19
Early online date4 May 2017
DOIs
Publication statusPublished - 17 May 2017

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