Literature DB >> 22499150

Enantioselective bromolactonization of cis-1,2-disubstituted olefinic acids using an amino-thiocarbamate catalyst.

Chong Kiat Tan1, Chencheng Le, Ying-Yeung Yeung.   

Abstract

A facile, highly regio- and enantioselective amino-thiocarbamate-catalyzed bromolactonization of cis-1,2-disubstituted olefinic acids has been developed. The use of the enantio-enriched lactones in the synthesis of chiral synthetic intermediates is also demonstrated.

Entities:  

Year:  2012        PMID: 22499150     DOI: 10.1039/c2cc31148h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  8 in total

1.  Bifunctional catalyst promotes highly enantioselective bromolactonizations to generate stereogenic C-Br bonds.

Authors:  Daniel H Paull; Chao Fang; James R Donald; Andrew D Pansick; Stephen F Martin
Journal:  J Am Chem Soc       Date:  2012-06-27       Impact factor: 15.419

2.  Synthesis of (+)-Disparlure via Enantioselective Iodolactonization.

Authors:  Daniel W Klosowski; Stephen F Martin
Journal:  Org Lett       Date:  2018-02-12       Impact factor: 6.005

Review 3.  Catalytic, asymmetric halofunctionalization of alkenes--a critical perspective.

Authors:  Scott E Denmark; William E Kuester; Matthew T Burk
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-25       Impact factor: 15.336

4.  Highly Stereoselective Intermolecular Haloetherification and Haloesterification of Allyl Amides.

Authors:  Bardia Soltanzadeh; Arvind Jaganathan; Richard J Staples; Babak Borhan
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-25       Impact factor: 15.336

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

6.  A Mechanistically Inspired Halenium Ion Initiated Spiroketalization: Entry to Mono- and Dibromospiroketals.

Authors:  Kumar Dilip Ashtekar; Hadi Gholami; Mehdi Moemeni; Ankush Chakraborty; Lindsey Kiiskila; Xinliang Ding; Edmond Toma; Christopher Rahn; Babak Borhan
Journal:  Angew Chem Int Ed Engl       Date:  2022-01-11       Impact factor: 16.823

7.  Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.

Authors:  Daniel W Klosowski; J Caleb Hethcox; Daniel H Paull; Chao Fang; James R Donald; Christopher R Shugrue; Andrew D Pansick; Stephen F Martin
Journal:  J Org Chem       Date:  2018-05-22       Impact factor: 4.354

8.  Enantioselective iodolactonization of disubstituted olefinic acids using a bifunctional catalyst.

Authors:  Chao Fang; Daniel H Paull; J Caleb Hethcox; Christopher R Shugrue; Stephen F Martin
Journal:  Org Lett       Date:  2012-11-30       Impact factor: 6.005

  8 in total

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