Non-C2-symmetric, chirally economical, and readily tunable linked-binols: Design and application in a direct catalytic asymmetric mannich-type reaction

Takamasa Yoshida, Hiroyuki Morimoto, Naoya Kumagai, Shigeki Matsunaga, Masakatsu Shibasaki

Research output: Contribution to journalArticle

68 Citations (Scopus)

Abstract

(Chemical Equation Presented) An achiral unit is shown to be better than a chiral unit in promoting an asymmetric reaction. Non-C2-symmetric linked-binols 1 with one chiral 1,1′-bi-2-naphthol unit and one flexible achiral unit are employed as ligands in direct catalytic asymmetric Mannich-type reactions (see scheme; TON = turnover number). With as little as 0.01 mol% of ligand 1 a and 0.04 mol% of Et2Zn, the reaction proceeded smoothly to give the product in 98% ee.

Original languageEnglish
Pages (from-to)3470-3474
Number of pages5
JournalAngewandte Chemie - International Edition
Volume44
Issue number22
DOIs
Publication statusPublished - May 30 2005
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'Non-C<sub>2</sub>-symmetric, chirally economical, and readily tunable linked-binols: Design and application in a direct catalytic asymmetric mannich-type reaction'. Together they form a unique fingerprint.

  • Cite this