410081-27-5

Upstream product

• 144681-92-5 methyl 2-(4-amino-(2R)-butyl)-4-oxazolecarboxylate 
• 410081-20-8 (3R,4R,5R)-4-(N-tert-butyloxycarbonyl)-N-methylamino-5-methoxy-2,3-di(4-methoxybenzyl)oxyhexanoic acid 
• 410081-19-5 (3S,4R,5R)-5-(N-tert-butyloxycarbonyl)-N-methylamino-6-methoxy-3,4-di(4-methoxybenzyl)oxy-1-hexene 
• 410081-21-9 (2R)-2-methyl-4-pentenamide 
• 410081-22-0 (2R)-2-methyl-4-pentenenitrile 
• 79563-29-4 (S)-4-isopropyl-3-((R)-2-methylpent-4-enoyl)oxazolidin-2-one 
• 410081-26-4 methyl 2-(4-(methanesulfonyl)oxy-(2R)-butyl)-4-oxazolecarboxylate 
• 410081-25-3 methyl 2-(4-hydroxy-(2R)-butyl)-4-oxazolecarboxylate 
• 144681-91-4 methyl 2-(4-oxo-(2R)-butyl)-4-oxazolecarboxylate 
• 144681-90-3 methyl 2-(4-penten-(2R)-yl)-4-oxazolecarboxylate 
• 147649-95-4 (R)-2-Methyl-4-pentenoic acid phenylmethyl ester 
• 144681-89-0 (5R)-methyl 3-aza-4-methoxy-5-methyl-3,7-octadienoate 
• 137664-55-2 methyl 2-(4-azido-(2R)-butyl)-4-oxazolecarboxylate 

Relevant academic research and scientific papers

Applications of crotyldiisopinocampheylboranes in synthesis: A formal total synthesis of (+)-calyculin A

The formal total synthesis of the marine metabolite (+)-calyculin A is reported. The key steps involve (i) the use of Brown allylboration chemistry to control the relative and absolute stereochemistry of homoallylic alcohol arrays, thus setting eight of the desired stereocenters; (ii) Stille coupling methodology in the construction of the cyano tetraene unit of the natural product; and (iii) a modified Cornforth-Meyers approach to the synthesis of the oxazole fragment.