An efficient method for the synthesis of enantiopure 2,3-anti-propionate aldols involving a 3,5-syn- or anti-diol subunit through chiral borane-mediated enantioselective aldol reaction coupled with radical reduction
Authors:
- Syun-Ichi KiyookaSKSyun-Ichi Kiyooka
- Kazi A ShahidKSKazi A Shahid
- 1 April 2000
- journal article
- research article
- Published by Elsevier in Tetrahedron Letters
- Vol. 41 (15) , 2633-2637
Abstract
No abstract availableKeywords
Funding Information
- Ministry of Education, Culture, Sports, Science and Technology
This publication has 14 references indexed in Scilit:
- A practical synthesis of essentially enantiopure syn-propionate aldols using a chiral oxazaborolidinone-promoted asymmetric aldol reaction coupled with radical reductionTetrahedron Letters, 1999
- A Study Directed to the Asymmetric Synthesis of the Antineoplastic Macrolide Acutiphycin under Enantioselective Acyclic Stereoselection Based on Chiral Oxazaborolidinone-Promoted Asymmetic Aldol ReactionsThe Journal of Organic Chemistry, 1999
- The Use of Lewis Acids in Radical Chemistry. Chelation-Controlled Radical Reductions of Substituted α-Bromo-β-alkoxy Esters and Chelation-Controlled Radical Addition ReactionsThe Journal of Organic Chemistry, 1998
- Hydrogen and Allylation Transfer Reactions in Acyclic Free RadicalsSynlett, 1998
- The Exocyclic Effect: Protecting Group Strategy to Enhance Stereoselectivity in Hydrogen Transfer Reactions of Acyclic Free RadicalsThe Journal of Organic Chemistry, 1997
- Enantioselective acyclic stereoselection under catalyst control—III. A very short asymmetric synthesis of the bryostatin C1C9 segment using the chiral oxazaborolidinone-promoted aldol reactionTetrahedron: Asymmetry, 1997
- The Exo-Cyclic Effect: Strategy Employing in Situ Derivatization or Lewis Acid Complexation to Enhance Stereoselectivity in Hydrogen Transfer ReactionsJournal of the American Chemical Society, 1997
- A chiral oxazaborolidinone-promoted aldol reaction with a silyl ketene acetal from ethyl 1,3-dithiolane-2-carboxylate. Synthesis of acetate aldols in high enantiomeric purityTetrahedron: Asymmetry, 1996
- Total synthesis of rapamycinJournal of the American Chemical Society, 1993
- Tributyltin hydride: a selective reducing agent for 1,3-dithiolanesThe Journal of Organic Chemistry, 1980