169899-61-0

Upstream product

• 109-80-8 1.3-propanedithiol 
• 136022-55-4 3-((tert-butyldiphenylsilyl)oxy)-2,2-dimethylpropanal 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 219606-56-1 2-(1,1-dimethyl-2-hydroxyethyl)-1,3-dithiane 
• 126274-79-1 2,2-dimethyl-3-(trityloxy)propanol 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 255041-82-8 2,2-dimethyl-3-(trityloxy)propanal 

Relevant academic research and scientific papers

Room-temperature metallation of 2-substituted 1,3-dithiane derivatives and subsequent coupling with 2,3-disubstituted oxiranes

2-Substituted 1,3-dithiane derivatives, (S)-1(t-butyldiphenylsiloxy)-2- (1,3-dithian-2-yl)propane (9), (S)-1-(t-butyldimethylsiloxy)-2-(1,3-dithian- 2-yl)propane, 1-(t-butyldiphenylsiloxy)-2-(1,3-dithian-2-yl)-2-methylpropane, and 1,2-bis-(t-butyldiphenylsiloxy)-3-(1,3-dithian-2-yl)propane, were subjected to lithiation in THF with n-BuLi at room temperature (r.t.); the resulting anions reacted with 2,3-disubstituted oxirane, trans-2-methyl-3- (triphenylmethoxymethyl)oxirane(22), at r.t., giving the coupling products in satisfactory yield. On the other hand, the lithium salt formed in ether from (S)2-(1,3-dithian-2-yl)-1-(4-methoxybenzyloxy)propane with n-BuLi at r.t. reacted with 22 at r.t. in the presence of hexamethylphosphoric triamide to afford the coupling product in moderate yield. In addition, a mixed organometallic reagent, n-BuLi/Bu2Mg, was found to be an effective metallation reagent for 9 and the resulting anion reacted with 22 to afford the coupling product in good yield.

Generation of 2-substituted-2-metallo-1,3-dithianes and their coupling with 1,2-disubstituted epoxides at room temperature

2-Substituted-1,3-dithianes were subjected to lithiation by n-BuLi at room temperature and the resulting anions reacted with 1,2-disubstituted epoxides at room temperature, giving the coupling products in satisfactory yield. In addition, a mixed organomet

Synthetic studies on bryostatins, potent antineoplastic agents: Synthesis of the C17-C;27 fragment of C20 deoxybryostatins

Synthetic process toward the bottom-half portion of C20 deoxygenated series of bryostatins is described. It is noted that the neighboring group participation consisting of a six-membered ring enabled introduction of an unsaturated bond required for the characteristic α,β-unsaturated ester of the bryostatins.