82310-22-3Relevant academic research and scientific papers
1,3-DIYL TRAPPING REACTIONS. FUNDAMENTAL INVESTIGATIONS WITH APPLICATION TO THE SYNTHESIS OF LINEARLY FUSED TRICYCLOPENTANOIDS
Little, R. Daniel,Muller, George W.,Venegas, Manuel G.,Caroll, Gary L.,Bukhari, Ahmed,et al.
, p. 4371 - 4384 (1981)
A comparison of the inter- and intramolecular diyl trapping routes to linearly fused tricyclopentanoids is presented.In addition, several of the factors which are responsible for the stereoselectivity which is associated with the intramolecular process ar
1,3-diyl trapping reactions. Fundamental investigations with application to the synthesis of linearly fused tricyclopentanoids
Little, R. Daniel,Muller, George W.,Venegas, Manuel G.,Carroll, Gary L.,Bukhari, Ahmed,Patton, Larry,Stone, Keith
, p. 4371 - 4383 (2014/12/11)
A comparison of the inter- and intramolecular diyl trapping routes to linearly fused tricyclopentanoids is presented. In addition, several of the factors which are responsible for the stereoselectivity which is associated with the intramolecular process a
1,3-diyl trapping reactions. Fundamental investigations with application to the synthesis of linearly fused tricyclopentanoids
Little, R. Daniel,Muller, George W.,Venegas, Manuel G.,Carroll, Gary L.,Bukhari, Ahmed,Patton, Larry,Stone, Keith
, p. 4371 - 4383 (2015/01/09)
A comparison of the inter- and intramolecular diyl trapping routes to linearly fused tricyclopentanoids is presented. In addition, several of the factors which are responsible for the stereoselectivity which is associated with the intramolecular process are examined and it is concluded that conformational rather than electronic (secondary orbital) factors play the dominant role. It is shown that gem methyl groups located on the acyclic chain which joins the diyl and diylophile (in reference to 32 and 3S, but not to 47) have no practical effect upon the outcome of the trapping reaction. The intramolecular process is stereospecific with respect to diylophile geometry, and highly stereoselective with respect to the ring junction stereochemistry. Finally, an abortive attempt to synthesize the marine natural product Δ9(12)-capnellene (19) as well as a successful synthesis of the mold metabolite d,l-hirsutene (18) is presented.
Intramolecular Diyl Trapping. Total Synthesis of dl-Hirsutene
Little, R. Daniel,Muller, George W.
, p. 2744 - 2749 (2007/10/02)
A total synthesis of the mold metabolite dl-hirsutene (4) has been achieved.The key step of the sequence utilizes a regiospecific and highly stereoselective intramolecular diyl trapping reaction to construct the requisite linearly fused tricyclopentanoid ring system (see 12 -> 18).
