Stereoselective Chirality Extension of syn,anti- and syn,syn-Oxazine and Stereochemical Analysis of Chiral 1,3-Oxazines: Stereoselective Total Syntheses of (+)-1-Deoxygalactonojirimycin and (−)-1-Deoxygulonojirimycin-Reference-Cited by-同舟云学术

Stereoselective Chirality Extension of syn,anti- and syn,syn-Oxazine and Stereochemical Analysis of Chiral 1,3-Oxazines: Stereoselective Total Syntheses of (+)-1-Deoxygalactonojirimycin and (−)-1-Deoxygulonojirimycin

Published:2016-08-22 Issue:17 Volume:81 Page:7432-7438
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Kim Jin-Seok¹,Lee Yong-Taek¹,Lee Kun-Hee¹,Myeong In-Soo¹,Kang Jong-Cheol¹,Jung Changyoung¹,Park Seok-Hwi¹,Ham Won-Hun¹

Affiliation:

1. School of Pharmacy, Sungkyunkwan University, Seobu-ro 2066, Suwon-si, Gyeonggi-do 16419, Republic of Korea

Funder

National Research Foundation of Korea

Yonsung Fine Chemicals Co.Ltd

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.6b01079

Reference34 articles.

1. Iminosugars past, present and future: medicines for tomorrow

2. Tactics and strategies for the synthesis of iminosugar C-glycosides: a review

3. 1,3-Oxazine as a chiral building block used in the total synthesis of (+)-1-deoxynojirimycin and (2R,5R)-dihydroxymethyl-(3R,4R)-dihydroxypyrrolidine

4. Diastereoselective Synthesis of 1-Deoxygalactonojirimycin, 1-Deoxyaltronojirimycin, and N-Boc-(2S,3S)-3-Hydroxypipecolic Acid via Proline Catalyzed α-Aminoxylation of Aldehydes

5. Looking-Glass Synergistic Pharmacological Chaperones: DGJ and L-DGJ from the Enantiomers of Tagatose

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