185038-91-9

Upstream product

• 185038-88-4 4-Benzyloxy-2-{5-[2-((S)-2-hydroxy-propyl)-[1,3]dithian-2-yl]-pentyl}-6-methoxy-benzoic acid methyl ester 
• 185038-86-2 4-Benzyloxy-2-methoxy-6-trifluoromethanesulfonyloxy-benzoic acid methyl ester 
• 185038-85-1 methyl 4-(benzyloxy)-2-hydroxy-6-methoxybenzoate 
• 185038-87-3 (S)-2-(2-Hydroxypropyl)-2-(pent-4-enyl)-1,3-dithiane 
• 77376-71-7 methyl 4-(benzyloxy)-2,6-dihydroxybenzoate 
• 86146-06-7 (S)-1-(1,3-dithian-2-yl)-2-propanol 
• 88180-26-1 2-(pent-4-en-1-yl)-1,3-dithiane 
• 185038-89-5 (S)-4-Benzyloxy-2-methoxy-6-{5-[2-(2-hydroxypropyl)-1,3-dithian-2-yl]pentyl}benzoic acid 

Downstream Products

• 32885-81-7 (3S)-lasiodiplodin 

Relevant academic research and scientific papers

Enantiodivergent synthesis of both enantiomers of the macrocyclic lactone lasiodiplodin

A straightforward approach to both enantiomers of lasiodiplodin 1 is described utilizing (S)-2-(2-hydroxypropyl)-1,3-dithiane 3 as a chiral building block. The key step is a Pd0-catalysed cross coupling of an arene trifluoromethanesulfonate with a 9-alkyl-9-borabicyclo[3.3.1]nonane derivative. The two enantiomers 1 and ent-1 have been obtained in an enantiodivergent manner by macrolactonization of the hydroxy acid 10 with either Gerlach's modification of the Corey lactonization or a Mitsunobu lactonization.