Enantioselective total syntheses of indolizidine alkaloids 167B and 209D

1990 ◽  
Vol 55 (15) ◽  
pp. 4688-4693 ◽  
Author(s):  
Richard P. Polniaszek ◽  
Stephen E. Belmont
Keyword(s):  
Indolizidine Alkaloids ◽  
Total Syntheses

Enantioselective total syntheses of indolizidine alkaloids (-)-205A and (-)-235B

1991 ◽  
Vol 56 (16) ◽  
pp. 4868-4874 ◽  
Author(s):  
Richard P. Polniaszek ◽  
Stephen E. Belmont
Keyword(s):  
Indolizidine Alkaloids ◽  
Total Syntheses

Development of Recent Total Syntheses Based on the Heck Reaction

2013 ◽  
Vol 17 (19) ◽  
pp. 2192-2224 ◽  
Author(s):  
Majid Heravi ◽  
Elaheh Hashemi ◽  
Nazanin Ghobadi
Keyword(s):  
Heck Reaction ◽  
Total Syntheses

Applications of Barton-McCombie Reaction in Total Syntheses

2014 ◽  
Vol 11 (6) ◽  
pp. 787-823 ◽  
Author(s):  
Majid Heravi ◽  
Atefe Bakhtiari ◽  
Zeinab Faghihi
Keyword(s):  
Total Syntheses

Formal Total Syntheses of Crocacin A-D

2005 ◽  
Vol 70 (10) ◽  
pp. 1696-1708 ◽  
Author(s):  
Magnus Besev ◽  
Christof Brehm ◽  
Alois Fürstner
Keyword(s):  
Natural Products ◽  
Aldol Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Total Syntheses ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
The Common ◽  
Selective Addition

A concise route to the common polyketide fragment5of crocacin A-D (1-4) is presented which has previously been converted into all members of this fungicidal and cytotoxic family of dipeptidic natural products by various means. Our synthesis features asyn-selective titanium aldol reaction controlled by a valinol-derived auxiliary, a zinc-mediated, palladium-catalyzedanti-selective addition of propargyl mesylate10to the chiral aldehyde9, as well as a comparison of palladium-catalyzed Stille and Suzuki cross-coupling reactions for the formation of the diene moiety of the target.

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