202338-97-4

Upstream product

• 202339-11-5 (E)-tert-butyl{[5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl]oxy}diphenylsilane 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 40036-54-2 (E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-ol 
• 202338-89-4 [(E)-1-Cyano-5-methyl-6-(tetrahydro-pyran-2-yloxy)-hex-4-enyl]-phosphonic acid diethyl ester 
• 139109-02-7 (E)-6-((tert-butyldiphenylsilyl)oxy)-4-methylhex-4-enal 

Downstream Products

• 202338-77-0 (6E,10Z,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-10-cyano-2,6,14-trimethyl-3-oxo-hexadeca-6,10,14-trienoic acid ethyl ester 
• 202339-01-3 (2Z,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-2-((E)-5-hydroxy-4-methyl-pent-3-enyl)-6-methyl-octa-2,6-dienenitrile 

Relevant academic research and scientific papers

Advanced Tetracycles in a Stereoselective Approach to d,l-Spongiatriol and Related Metabolites: The Use of Radicals in the Synthesis of Angular Electrophores

A stereoselective radical cascade cyclization of polyene 6, containing an α,β-unsaturated cyano group, was employed to control six contiguous chiral centers and to introduce a C-8 angular CN group in tricycle 7. The cyano group was ultimately utilized as an entry to a C-8 angular hydroxymethyl group. Compound 7 was converted into two key tetracycles 22 and 25, respectively, each possessing an intact D-furan ring system and containing the necessary functionality for further chemical elaboration to the highly oxygenated spongians 1-5.