Literature DB >> 18052187

Oxazaborolidinone-promoted vinylogous Mukaiyama aldol reactions.

Serkan Simsek1, Melanie Horzella, Markus Kalesse.   

Abstract

delta-Hydroxy-alpha,beta-unsaturated carbonyl compounds were prepared in one step via the vinylogous Mukaiyama aldol reactions with O,O-silyl ketene acetals. Isopropyl alcohol as additive and tryptophane-based B-phenyloxazaborolidinone were required for obtaining the gamma-alkylated product in high enantioselectivities.

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Year:  2007        PMID： 18052187     DOI： 10.1021/ol702640w

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


  6 in total

1.  Enantioselective iridium-catalyzed vinylogous Reformatsky-aldol reaction from the alcohol oxidation level: linear regioselectivity by way of carbon-bound enolates.

Authors:  Abbas Hassan; Jason R Zbieg; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-04       Impact factor: 15.336

2.  Total synthesis of (+)-psymberin (irciniastatin A): catalytic reagent control as the strategic cornerstone.

Authors:  Amos B Smith; Jon A Jurica; Shawn P Walsh
Journal:  Org Lett       Date:  2008-12-18       Impact factor: 6.005

3.  Total synthesis of (+)-irciniastatin A (a.k.a. psymberin) and (-)-irciniastatin B.

Authors:  Chihui An; Jon A Jurica; Shawn P Walsh; Adam T Hoye; Amos B Smith
Journal:  J Org Chem       Date:  2013-04-12       Impact factor: 4.354

4.  Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins.

Authors:  Khalid A Agha; Nader E Abo-Dya; Tarek S Ibrahim; Eatedal H Abdel-Aal; Wael A Hegazy
Journal:  Sci Pharm       Date:  2016-04-13

5.  Noncovalent Interactions in the Oxazaborolidine-Catalyzed Enantioselective Mukaiyama Aldol.

Authors:  Elliot H E Farrar; Matthew N Grayson
Journal:  J Org Chem       Date:  2022-07-18       Impact factor: 4.198

Review 6.  From Target-Oriented to Motif-Oriented: A Case Study on Nannocystin Total Synthesis.

Authors:  Weicheng Zhang
Journal:  Molecules       Date:  2020-11-15       Impact factor: 4.411
  6 in total

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