ChemInform Abstract: The Boronic Acid Mannich Reaction

ChemInform ◽  
2014 ◽  
Vol 45 (50) ◽  
pp. no-no
Author(s):  
Stephen G. Pyne ◽  
Minyan Tang
Keyword(s):  
Mannich Reaction ◽  
Boronic Acid

Construction the A-B bicyclic ring structure of Stemocurtisisne

2020 ◽  
Vol 17 ◽  
Author(s):  
Duc Dau Xuan
Keyword(s):  
Glutamic Acid ◽  
Natural Product ◽  
Mannich Reaction ◽  
Boronic Acid ◽  
Ring Opening ◽  
Ring Structure ◽  
Starting Material ◽  
Epoxide Ring ◽  
Epoxide Ring Opening

: The synthesis of the A-B bicyclic ring structure 3 of the natural product Stemocurtisine is described. The synthesis was accomplished in seven synthetic steps from commercially available L-glutamic acid. The key step involved a borono-Mannich reaction between the hemiaminal 6 and trans-β-styryl boronic acid and trans-β-styrylpotassiumtrifluoroborate to prepare the cis diene 4. Attempts to prepare the A-B-C ring compound 2 via intramolecular epoxide ring opening followed by rearangement under different basic conditions were unsuccessful. Only unreactive starting material was recovered.

ChemInform Abstract: Utilization of Aminophosphonates in the Petasis Boronic Acid Mannich Reaction.

ChemInform ◽  
2010 ◽  
Vol 41 (19) ◽  
Author(s):  
Michael V. Shevchuk ◽  
Alexander E. Sorochinsky ◽  
Volodymyr P. Khilya ◽  
Vadim D. Romanenko ◽  
Valery P. Kukhar
Keyword(s):  
Mannich Reaction ◽  
Boronic Acid

ChemInform Abstract: The Boronic Acid Mannich Reaction in Alkaloid Synthesis

ChemInform ◽  
2013 ◽  
Vol 44 (43) ◽  
pp. no-no
Author(s):  
Stephen G. Pyne ◽  
Andrew S. Davis ◽  
Thunwadee Ritthiwigrom ◽  
Christopher W. G. Au ◽  
Kongdech Savaspun ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Boronic Acid ◽  
Alkaloid Synthesis

The Boronic Acid Mannich Reaction

2013 ◽  
pp. 211-498 ◽  
Author(s):  
Stephen G. Pyne ◽  
Minyan Tang
Keyword(s):  
Mannich Reaction ◽  
Boronic Acid

scholarly journals The boronic acid Mannich reaction in alkaloid synthesis

2012 ◽  
Vol 85 (6) ◽  
pp. 1215-1225 ◽  
Author(s):  
Stephen G. Pyne ◽  
Andrew S. Davis ◽  
Thunwadee Ritthiwigrom ◽  
Christopher W. G. Au ◽  
Kongdech Savaspun ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Boronic Acid ◽  
Pyrrolizidine Alkaloids ◽  
Alkaloid Synthesis

Our work on the application of the boronic acid Mannich reaction to the synthesis of pyrrolizidine alkaloids is described.

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