498579-22-9

Upstream product

• 160238-45-9 (2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol 
• 160238-46-0 (2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal 
• 212051-35-9 (R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate 
• 498578-88-4 (R)-4-Benzyl-3-[(E)-(2R,3R,6S)-3-hydroxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-hept-4-enoyl]-oxazolidin-2-one 
• 498578-91-9 (E)-(2R,3R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-hept-4-enoic acid methoxy-methyl-amide 
• 498579-17-2 (E)-(S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-pent-2-enoic acid ethyl ester 
• 498579-20-7 (E)-(S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-pent-2-en-1-ol 
• 498578-86-2 (E)-(S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-pent-2-enal 
• 172821-21-5 tert-butyl(((1Z,3Z)-1-methoxypenta-1,3-dien-1-yl)oxy)dimethylsilane 
• 498578-94-2 (E)-(2R,3R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-hept-4-enal 

Relevant academic research and scientific papers

Synthesis of the C1-C11 segment of tedanolide via vinylogous Mukaiyama aldol reaction

The successful construction of complex natural products depends to a large extent on how efficiently key intermediates can be generated. Here we report our efforts towards the first total synthesis of tedanolide (1), employing Evans' aldol methodology in combination with a vinylogous Mukaiyama aldol reaction (VMAR) and Sharpless' asymmetric dihydroxylation. This protocol allows for rapid access to its numerous chiral centers.