667419-30-9

Upstream product

• 544-97-8 dimethyl zinc(II) 
• 667419-29-6 7-(4-methoxyphenylmethoxy)heptanal 
• 629-30-1 1,7-heptandiol 
• 824-94-2 p-methoxybenzyl chloride 
• 162843-88-1 8-((4-methoxybenzyl)oxy)octan-1-ol 
• 629-41-4 1,8-Octanediol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 1610046-39-3 (S)-8-((4-methoxybenzyl)oxy)octane-1,2-diol 
• 1326775-56-7 8-((4-methoxybenzyl)oxy)octanal 
• 1300026-51-0 1-methoxy-4-((oct-7-en-1-yloxy)methyl)benzene 
• 13175-44-5 oct-7-en-1-ol 
• 627871-77-6 7-((4-methoxybenzyl)oxy)heptan-1-ol 

Downstream Products

• 667419-42-3 Benzoic acid (R)-7-(4-methoxy-benzyloxy)-1-methyl-heptyl ester 
• 667419-47-8 Benzoic acid (R)-1-methyl-7-oxo-heptyl ester 
• 667419-31-0 (7R)-7-benzoyloxyoctanol 
• 667419-32-1 (8R)-8-benzoyloxy-1-nonyne 
• 667419-34-3 (4E,6E)-(1R,11R)-11-(tert-Butyl-dimethyl-silanyloxy)-1-{3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-1-hydroxy-dodeca-4,6-dien-3-one 
• 850005-80-0 (1R,4E,6E,11R)-11-(tert-butyldimethylsilyloxy)-1-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-1-triethylsilyloxy-4,6-dodecadien-3-one 
• 667419-33-2 (1R,11R)-11-(tert-butyldimethylsilyloxy)-1-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-1-triethylsilyloxy-4-dodecyn-3-one 
• 866423-17-8 (R)-7-((tert-butyldiphenylsilyl)oxy)octan-1-ol 
• 1610046-43-9 (4R,10R)-10-(tert-butyldiphenylsilyloxy)undec-1-en-4-ol 
• 1610046-44-0 (4R,10R)-10-(tert-butyldiphenylsilyloxy)undec-1-en-4-ylacrylate 
• 1610046-45-1 (R)-6-((R)-6-(tert-butyldiphenylsilyloxy)heptyl)-5,6-dihydro-2H-pyran-2-one 
• 1610046-41-7 (R)-tert-butyl((8-((4-methoxybenzyl)oxy)octan-2-yl)oxy)diphenylsilane 
• 97143-16-3 patulolide A 
• 667419-36-5 (2Z,4E,7S)-7-tert-butyldimethylsilyloxy-7-[3-[(4R,6R)-6-[(1E,3E,8R)-8-(tert-butyldimethylsilyloxy)-nona-1,3-dienyl]-2,2-dimethyl-1,3-dioxan-4-yl]]phenylhepta-2,4-dienoic acid ethyl ester 

Relevant academic research and scientific papers

Total synthesis of patulolide A through ring closing metathesis

A simple and efficient total synthesis of patulolide A from readily available 7-octen-1-ol is reported by asymmetric synthetic approach. The key reactions involved are asymmetric dihydroxylation using AD-mix-β and Grubbs’ ring-closing metathesis reaction

Total synthesis of antifungal gamahonolide A

The first stereoselective total synthesis of gamahonolide A (1) has been accomplished using aminoxylation, Keck allylation, and ring-closing metathesis (RCM) reactions as key steps.

Asymmetric synthetic study of macrolactin analogues

We designed two aromatic analogues 1a and 1b of macrolactin A with expectation of enhancing biological activity and metabolical stability. As a result of retrosynthetic analysis of these compounds 1a-b, two synthetic strategies have been examined. The first strategy includes the enantioselective addition of nonadienyl anion, derived from 3, to aldehyde 4 as a key step. The second one includes epimerization of ynone 7 to (E,E)-conjugated dienone 31 and subsequent diastereoselective hydride-reduction of 31. Although the former route furnished no desired target, the latter one was revealed to work well for the synthesis of 1. Unfortunately, the aimed (2Z,4E)-analogue 1a could not be synthesized due to an epimerization of the (2Z)-olefin into the (2E)-olefin. However, these methods could be applied to the total asymmetric synthesis of the (2E,4E)-analogue 1b. Overall, control of all of the four stereocenters was achieved by means of asymmetric and diastereoselective reactions without using any chiral natural sources.

Asymmetric synthesis of macrolactin analogue

Total asymmetric synthesis of macrolactin A analogue was accomplished by the convergent strategy. Rapid access to advanced intermediate 16 through isomerization of ynone to (E,E)-conjugated dienone is a key step of this synthesis. Overall, control of all