440320-33-2

Upstream product

• 2186-92-7 p-Anisaldehyde dimethyl acetal 

Downstream Products

• 330954-53-5 [(2R,4S,5R)-2-(4-Methoxy-phenyl)-4-vinyl-[1,3]dioxan-5-yloxy]-acetic acid tert-butyl ester 
• 357439-31-7 1-((3aR,8aS)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-[(2R,4S,5R)-2-(4-methoxy-phenyl)-4-vinyl-[1,3]dioxan-5-yloxy]-ethanone 
• 330954-55-7 3-Hydroxy-2-[(2R,4S,5R)-2-(4-methoxy-phenyl)-4-vinyl-[1,3]dioxan-5-yloxy]-hex-5-enoic acid tert-butyl ester 

Relevant academic research and scientific papers

Convergent synthesis of the ABCDE ring system of ciguatoxin CTX3C

Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative-agents of ciguatera seafood poisoning. The structure of CTX3C spans over three nanometers and is characterized by thirteen ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the ABCDE ring fragment featuring (i) alkylative coupling of the AB ring and E ring, and (ii) ring-closing olefin metathesis.

Highly stereocontrolled synthesis of the ABCD ring fragment of ciguatoxin CTX3C

A combination of asymmetric alkylation using (1R,2S)-1-amino-2-indanol derivative as a chiral auxiliary and the ring-closing metathesis reaction was shown to be an efficient method for synthesizing the ABCD ring fragment of ciguatoxin CTX3C.