277749-82-3

Upstream product

• 76-83-5 trityl chloride 
• 220272-08-2 (4S)-6-(benzyloxy)-4-methylhexan-1-ol 
• 1352710-58-7 (4S)-6-bromo-4-methylhexan-1-ol 
• 312619-58-2 (S)-6-Bromo-4-methyl-hexanal 
• 41144-01-8 (S)-3,7-dimethyl-6-octenyl tosylate 
• 10340-84-8 (S)-citronellyl bromide 
• 5949-05-3 (S)-Citronellal 
• 84237-05-8 (S)-((3,7-dimethyloct-6-enyloxy)methyl)benzene 
• 7540-51-4 (S)-3,7-dimethyl-6-octen-1-ol 
• 1027040-40-9 (S)-1-bromo-3-methyl-6-(triphenylmethyl)oxyhexane 

Downstream Products

• 885218-74-6 (S)-2-Methyl-5-trityloxy-pentanal 
• 277749-86-7 (4S,5S,6R)-7-benzyloxy-6-iodo-4-methylheptan-5-olide 

Relevant academic research and scientific papers

Synthesis of the spiroacetal fragments of spirofungins A and B, antibiotics isolated from Streptomyces violaceusniger Tü 4113

The spiroacetal [C(9)-C(20)] fragments of spirofungins A and B, antibiotics isolated from Streptomyces violaceusniger Tü 4113, were prepared from a known bromo alcohol derived from (S)-citronellal, using thermodynamically controlled iodolactonization and spiroacetalization as the key steps.

Total synthesis of an antitubercular lactone antibiotic, (+)-tubelactomicin A

(+)-Tubelactomicin A (1), an antitubercular lactone, has been synthesized from (S)-citronellol (2) and 2-deoxy-l-ribonolactone (18) through intramolecular Diels-Alder reaction, Suzuki-Miyaura coupling, and Shiina macrolactonization.

Synthesis of the spiroacetal parts of spirofungin A and B

The C9-C20 spiroacetal parts of spirofungin A and B, antifungal antibiotics from Streptomyces violaceusniger Tu 4113, were synthesized simultaneously from (S)-citronellyl bromide and (±)-epoxy alcohol via alkyne-lactone coupling reaction and diastereomeric separation. (C) 2000 Elsevier Science Ltd.