Literature DB >> 12323023

A general method for the enantioselective synthesis of pantolactone derivatives.

David A Evans1, Jimmy Wu, Craig E Masse, David W C MacMillan.   

Abstract

An efficient enantioselective synthesis of beta,beta-dialkyl-gamma-substituted pantolactones has been achieved utilizing the cationic [Sc((S,S)-R-pybox)](Cl)(2)(+), R = Ph (9), t-Bu (10), complex in a catalyzed aldol reaction as the key step. The pantolactone derivatives are isolated in high enantiomeric excesses. [reaction: see text]

Entities:  

Year:  2002        PMID: 12323023     DOI: 10.1021/ol026489d

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Alpha-olefins as alkenylmetal equivalents in catalytic conjugate addition reactions.

Authors:  Chun-Yu Ho; Hirohisa Ohmiya; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  Catalytic enantioselective carboannulation with allylsilanes.

Authors:  Nicolas R Ball-Jones; Joseph J Badillo; Ngon T Tran; Annaliese K Franz
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-13       Impact factor: 15.336

3.  Carbonyl imines from oxaziridines: generation and cycloaddition of N-O=C dipoles.

Authors:  Katherine M Partridge; Ilia A Guzei; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

4.  Catalytic Addition of Simple Alkenes to Carbonyl Compounds Using Group 10 Metals.

Authors:  Chun-Yu Ho; Kristin D Schleicher; Timothy F Jamison
Journal:  Synlett       Date:  2009-10-01       Impact factor: 2.454

Review 5.  Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

Authors:  Bin Mao; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Chem Rev       Date:  2017-06-22       Impact factor: 60.622

  5 in total

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