87984-86-9

Downstream Products

• 83720-10-9 talaromycin E 
• 113195-29-2 (3R,4S,6R,9R)-3-Benzyloxymethyl-9-ethyl-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 83720-10-9 (+/-)-talaromycin A 
• 96239-87-1 Toluene-4-sulfonic acid (3R,6R,9R,10S)-9-benzyloxymethyl-10-hydroxy-1,7-dioxa-spiro[5.5]undec-3-ylmethyl ester 

Relevant academic research and scientific papers

NOC Approach to Spiroketals. A Total Synthesis of (+/-)-Talaromycin B

A total synthesis of the unqiue spiroketal natural product talaromycin B (1) is reported.This molecule, produced in nature by the toxicogenic fungus Talaromyces stipitatus, was constructed in the laboratory from the isoxazoline 6 generated (formula) on reacting the oxime 4 with the olefin 5 in the presence of NaOCl/Et3N/H20/CH2Cl2.The synthesis scheme is sufficiently flexible and efficient so as to be of practical use in the preparation of suitable quantities of this material for biological evaluation.