890409-91-3

Upstream product

• 890409-90-2 (R)-3-methyl-2-(tosylamino)butyl propionate 
• 14371-10-9 (E)-3-phenylpropenal 
• 4276-09-9 (R)-2-amino-3-methylbutanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 153710-18-0 (R)-N-(1-hydroxy-3-methylbutan-2-yl)-4-methylbenzenesulfonamide 

Downstream Products

• 387822-00-6 (2S,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-en-1-ol 
• 890409-89-9 (2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal 
• 443123-81-7 (2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoic acid 
• 890409-97-9 2-(trimethylsilyl)ethyl (2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoate 
• 890409-93-5 (3S,4S,5R,6S,7E)-6-[(tert-butyldimethylsilyl)oxy]-3,5-dimethyl-8-phenyloct-7-en-1-yn-4-ol 
• 890409-94-6 (3S,4R,5S,6S,7E)-3,5-dimethyl-8-phenyloct-7-en-1-yn-4,6-diol 
• 890409-88-8 ((3S,4R,5S,6S,E)-3,5-Dimethoxy-4,6-dimethyloct-1-en-7-yn-1-yl)benzene 
• 890409-92-4 (R)-3-methyl-2-(tosylamino)butyl (2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enoate 

Relevant academic research and scientific papers

Formal total syntheses of crocacin A-D

A concise route to the common polyketide fragment 5 of 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 a syn-selective titanium aldol reaction controlled by a valinol-derived auxiliary, a zinc-mediated, palladium-catalyzed anti-selective addition of propargyl mesylate 10 to the chiral aldehyde 9, as well as a comparison of palladium-catalyzed Stille and Suzuki cross-coupling reactions for the formation of the diene moiety of the target.