94453-05-1Relevant academic research and scientific papers
Synthesis of functionalized bicycloocta-2,6-dienes by thermal rearrangement of substituted 6-exo-(1-alkenyl)bicyclohex-2-ene systems
Piers, Edward,Jung, Grace L.,Ruediger, Edward H.
, p. 670 - 682 (2007/10/02)
Thermolysis of each of the enol silyl ethers 31-35 affords, cleanly and efficiently, the bicyclooctadienes 36-40, respectively.Similarly, thermal rearrangement of the enol silyl ether 50 provides the diene 51.Hydrolysis of 36, 37, and 39, and decar
THERMAL REARRANGEMENT OF DIVINYLCYCLOPROPANE SYSTEMS. PREPARATION OF FUNCTIONALIZED, STEREOCHEMICALLY DEFINED BICYCLIC AND TRICYCLIC PRODUCTS CONTAINING THE BICYCLOOCTANE SKELETON
Piers, Edward,Jung, Grace L.,Moss, Neil
, p. 3959 - 3962 (2007/10/02)
A study involving the preparation and thermolysis of substituted 6-exo-(1-alkenyl)bicyclohex-2-ene systems (14, 15, 23, 29, 40) shows (a) that C-8 functionalized bicycloocta-2,6-dienes can be prepared readily via this methodology (14 -> 16; 15 -> 17), (b) that the rearrangement reaction is stereospecific even when the 6-(1-alkenyl) group is substituted with a sterically bulky isopropyl group (23 -> 24; 29 -> 30), and (c) that the method can be extended to include the preparation of tricyclic systems (40 -> 41).
