By the same authors

From the same journal

From the same journal

A new sparteine surrogate for asymmetric deprotonation of N-Boc pyrrolidine

Research output: Contribution to journalArticle

Author(s)

Department/unit(s)

Publication details

JournalOrganic Letters
DatePublished - 3 Apr 2008
Issue number7
Volume10
Number of pages4
Pages (from-to)1409-1412
Original languageEnglish

Abstract

The s-BuLi complex of a cyclohexane-derived diamine is as efficient as s-BuLi/(-)-sparteine for the asymmetric deprotonation of N-Boc pyrrolidine. This is the first example of high enantioselectivity using a non-sparteine-like diamine in such reactions. The (S,S)-diamine is a useful (+)sparteine surrogate and was utilized in short syntheses of (-)-indolizidine 167B and an intermediate for the synthesis of the CCK antagonist (+)-RP 66803.

    Research areas

  • C-2-SYMMETRIC TERTIARY DIAMINE, ENANTIOSELECTIVE SYNTHESIS, AROMATIC IMINES, (+)-SPARTEINE SURROGATE, (-)-INDOLIZIDINE 167B, INDOLIZIDINE, LITHIATION, ANTAGONIST, CONVENIENT, PIPERIDINE

Discover related content

Find related publications, people, projects, datasets and more using interactive charts.

View graph of relations