929554-04-1

Upstream product

• 172516-17-5 (S)-3-((tert-butyldiphenylsilyl)oxy)pent-4-enal 
• 951766-59-9 2,5-dideoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-iodo-D-ribonolactone 
• 117661-29-7 (3S)-3-hydroxy-5-benzyloxy-1-pentene 
• 111466-55-8 ((2S,3S)-3-(2-(benzyloxy)ethyl)oxiran-2-yl)methanol 
• 929554-13-2 (3S)-3-tert-butyldiphenylsilyloxy-5-benzyloxy-1-pentene 
• 929554-15-4 (3S)-3-tert-butyldiphenylsilyloxy-5-hydroxy-1-pentene 
• 929554-11-0 (2S,3R)-2-[2-(benzyloxy)ethyl]-3-(chloromethyl)oxirane 
• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 
• 10437-39-5 methyl 2-deoxy-5-O-(p-toluenesulfonyl)-α,β-D-erythro-pentofuranoside 
• 951766-57-7 2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone 
• 951766-55-5 2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribofuranose 

Downstream Products

• 1257303-66-4 C₃₇H₅₄O₅Si 
• 929554-00-7 (1R)-1-methyl-5-hexenyl (3S)-3-tert-butyldiphenylsilyloxy-4-pentenoate 

Relevant academic research and scientific papers

Stereoselective total synthesis of achaetolide and reconfirmation of its absolute configuration

The stereoselective total synthesis of achaetolide 1 has been achieved and its absolute stereochemistry has been reconfirmed to be 3S,6R,7S,9R configuration. Keck allylation, Sharpless asymmetric dihydroxylation, and ring closing metathesis are the key steps involved in the target synthesis.

2-Deoxyribose as a rich source of chiral 5-carbon building blocks

(Chemical Equation Presented) We have developed concise routes to a number of useful chiral 5-carbon synthetic building blocks using readily available O-1-methyl-2-deoxyribose as starting material. Novel transformations include the use of indium triflate

Stereoselective synthesis of (+)-diplodialides-B, C and a formal synthesis of (+)-diplodialide-A by ring-closing metathesis approach

Stereoselective synthesis of diplodialides-B and C and the formal synthesis of diplodialide-A are reported. A combination of Jacobsen's hydrolytic kinetic resolution and Sharpless epoxidation is used for the creation of two stereogenic centers, while a ring-closing metathesis strategy was used for the construction of the lactone ring.