A simple and efficient procedure has been developed for the synthesis of organostannane compounds by one-pot reaction of stannane halides, magnesium turnings and organic halides in the presence of 1,2-dibromoethane under ultrasound irradiation.
A highly stereoselective synthesis of the side Chain enantiomers of brassinolide and dolicholide through an aldol reaction of 2-(4-methoxy benzyloxyl) proplonylaldehyde (5) with the anion of 1- ( tert -butyldimethylsiloxy )-3-methyl-2-butanone ( 6 ) is described.
First total synthesis of saurufuran B 1, a furanoditerpene, from (E, E)-farnesol 2 and citraconic anhydride 3 through thirteen steps is described. Our work involves two key steps: (1) High regioselective alkylation of 2-(tert-butyldimethylsiloxy)-4-methylfuran 6 with allylic iodides 5 in the presence of silver trifluoroacetate1 and (2) Conversion of substituted γ-lactone 7 into furan derivative 82.
An efficient total synthesis of 6-oxodendrolasinolide 1, a new farnesane-based homosesquiterpene lactone, starting from geraniol 2 through twelve steps is described. Our work involved two key steps: (1) regioselective alkylation of the anion of vinyldithian 5 with allylic chloride 3, (2) Corey’s oxidative lactionization method.
Dehydrogenation of 9-hydroxy decalinic enones and analogs with DDQ resulted in a formal dienone-phenol type rearrangement via B-ring cleavage, while the corresponding dienone acetates underwent base-catalyzed formal dienone-phenol type rearrangement analogously.
Jing Chun CHEN, Gang ZHOU, Wei Dong LI*, Yu Lin LI* National Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000
