Synthesis of bridged polycyclic ring systems via carbene cascades terminating in C-H bond insertion

Santa Jansone-Popova, Jeremy A. May

Research output: Contribution to journalArticlepeer-review

78 Scopus citations

Abstract

A carbene cascade reaction that constructs functionalized bridged bicyclic systems from alkynyl diazoesters is presented. The cascade proceeds through diazo decomposition, carbene/alkyne metathesis, and C-H bond insertion. The diazoesters are easily synthesized from cyclic ketones. Substrate ring size and substitution patterns control the connectivity and diastereomeric preference found in the products.

Original languageEnglish
Pages (from-to)17877-17880
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number43
DOIs
StatePublished - Oct 31 2012
Externally publishedYes

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