Diastereoselective Synthesis of Fused Lactone-Pyrrolidinones; Application to a Formal Synthesis of (−)-Salinosporamide A

Angus W. J. Logan; Simon J. Sprague; Robert W. Foster; Léo B. Marx; Vincenzo Garzya; Michal S. Hallside; Amber L. Thompson; Jonathan W. Burton

doi:10.1021/ol501662t

Diastereoselective Synthesis of Fused Lactone-Pyrrolidinones; Application to a Formal Synthesis of (−)-Salinosporamide A

Organic Letters ◽

10.1021/ol501662t ◽

2014 ◽

Vol 16 (16) ◽

pp. 4078-4081 ◽

Cited By ~ 20

Author(s):

Angus W. J. Logan ◽

Simon J. Sprague ◽

Robert W. Foster ◽

Léo B. Marx ◽

Vincenzo Garzya ◽

...

Keyword(s):

Diastereoselective Synthesis ◽

Formal Synthesis ◽

Salinosporamide A

ChemInform Abstract: Diastereoselective Synthesis of Fused Lactone-Pyrrolidinones; Application to a Formal Synthesis of (-)-Salinosporamide A.

ChemInform ◽

10.1002/chin.201507176 ◽

2015 ◽

Vol 46 (7) ◽

pp. no-no

Author(s):

Angus W. J. Logan ◽

Simon J. Sprague ◽

Robert W. Foster ◽

Leo B. Marx ◽

Vincenzo Garzya ◽

...

Keyword(s):

Diastereoselective Synthesis ◽

Formal Synthesis ◽

Salinosporamide A

Diastereoselective Synthesis of 2,3,6-Trisubstituted Tetrahydropyran-4-ones via Prins Cyclizations of Enecarbamates: A Formal Synthesis of (+)-Ratjadone A

Journal of the American Chemical Society ◽

10.1021/ja046940r ◽

2004 ◽

Vol 126 (39) ◽

pp. 12216-12217 ◽

Cited By ~ 83

Author(s):

Kimberly N. Cossey ◽

Raymond L. Funk

Keyword(s):

Diastereoselective Synthesis ◽

Formal Synthesis ◽

Prins Cyclizations

Formal Synthesis of Salinosporamide A Starting from d-Glucose

Synthesis ◽

10.1055/s-0029-1216927 ◽

2009 ◽

Vol 2009 (17) ◽

pp. 2983-2991 ◽

Cited By ~ 3

Author(s):

Noritaka Chida ◽

Takayuki Momose ◽

Yuji Kaiya ◽

Jun-ichi Hasegawa ◽

Takaaki Sato

Keyword(s):

Formal Synthesis ◽

Salinosporamide A

Concise Formal Synthesis of (−)-Salinosporamide A (Marizomib) Using a Regio- and Stereoselective Epoxidation and Reductive Oxirane Ring-Opening Strategy

The Journal of Organic Chemistry ◽

10.1021/jo100432g ◽

2010 ◽

Vol 75 (11) ◽

pp. 3882-3885 ◽

Cited By ~ 38

Author(s):

Taotao Ling ◽

Barbara C. Potts ◽

Venkat R. Macherla

Keyword(s):

Ring Opening ◽

Oxirane Ring ◽

Formal Synthesis ◽

Salinosporamide A ◽

Stereoselective Epoxidation

Stereoselective Formal Synthesis of the Potent Proteasome Inhibitor Salinosporamide A (I).

ChemInform ◽

10.1002/chin.200717206 ◽

2007 ◽

Vol 38 (17) ◽

Author(s):

Virginie Caubert ◽

Julien Masse ◽

Pascal Retailleau ◽

Nicole Langlois

Keyword(s):

Proteasome Inhibitor ◽

Formal Synthesis ◽

Salinosporamide A

Formal synthesis of salinosporamide A via NHC-catalyzed intramolecular lactonization

Tetrahedron ◽

10.1016/j.tet.2009.03.103 ◽

2009 ◽

Vol 65 (26) ◽

pp. 4957-4967 ◽

Cited By ~ 53

Author(s):

Justin R. Struble ◽

Jeffrey W. Bode

Keyword(s):

Formal Synthesis ◽

Salinosporamide A

Formal Synthesis of Salinosporamide A

Synfacts ◽

10.1055/s-0028-1087283 ◽

2008 ◽

Vol 2008 (12) ◽

pp. 1246-1246 ◽

Cited By ~ 1

Keyword(s):

Formal Synthesis ◽

Salinosporamide A

Diastereoselective Synthesis of 2,3,6-Trisubstituted Tetrahydropyran-4-ones via Prins Cyclizations of Enecarbamates: A Formal Synthesis of (+)-Ratjadone A.

ChemInform ◽

10.1002/chin.200506129 ◽

2005 ◽

Vol 36 (6) ◽

Author(s):

Kimberly N. Cossey ◽

Raymond L. Funk

Keyword(s):

Diastereoselective Synthesis ◽

Formal Synthesis ◽

Prins Cyclizations

Formal synthesis of salinosporamide A using a nickel-catalyzed reductive aldol cyclization–lactonization as a key step

Tetrahedron ◽

10.1016/j.tet.2008.06.038 ◽

2008 ◽

Vol 64 (34) ◽

pp. 7896-7901 ◽

Cited By ~ 39

Author(s):

Isabel Villanueva Margalef ◽

Leszek Rupnicki ◽

Hon Wai Lam

Keyword(s):

Formal Synthesis ◽

Salinosporamide A ◽

Aldol Cyclization ◽

Reductive Aldol

Stereoselective formal synthesis of the potent proteasome inhibitor: salinosporamide A

Tetrahedron Letters ◽

10.1016/j.tetlet.2006.11.087 ◽

2007 ◽

Vol 48 (3) ◽

pp. 381-384 ◽

Cited By ~ 44

Author(s):

Virginie Caubert ◽

Julien Massé ◽

Pascal Retailleau ◽

Nicole Langlois

Keyword(s):

Proteasome Inhibitor ◽

Formal Synthesis ◽

Salinosporamide A