Synthesis of medium-ring lactones via tandem methylenation/Claisen rearrangement of cyclic carbonates by Davidson, J, Anderson, E, Buhr, W, Harrison, JR, O'Sullivan, P, Collins, I, Green, R, Holmes, AB

“…Tandem methylenation/Claisen rearrangement of cyclic carbonates derived from vinyl-substituted 1,3- and 1,4-diols afforded eight and nine-membered unsaturated lactones respectively.…”

A Concise Synthesis of the Octalactins by O'Sullivan, P, Buhr, W, Fuhry, M, Harrison, JR, Davies, J, Feeder, N, Marshall, DR, Burton, J, Holmes, AB

“…Key steps include the Paterson-Aldol reaction for the rapid assembly of the carbonate 46, methylenation of 46 and subsequent Claisen rearrangement of the corresponding alkenyl-substituted cyclic ketene acetal to provide the core unsaturated medium-ring lactone 47, and the use of enzyme-mediated acetate deprotection in the presence of a medium-ring lactone.…”

A concise synthesis of the octalactins. by O'Sullivan, P, Buhr, W, Fuhry, M, Harrison, JR, Davies, J, Feeder, N, Marshall, DR, Burton, J, Holmes, AB

“…Key steps include the Paterson-Aldol reaction for the rapid assembly of the carbonate 46, methylenation of 46 and subsequent Claisen rearrangement of the corresponding alkenyl-substituted cyclic ketene acetal to provide the core unsaturated medium-ring lactone 47, and the use of enzyme-mediated acetate deprotection in the presence of a medium-ring lactone.…”