158469-55-7Relevant academic research and scientific papers
A Corey–Seebach Macrocyclisation Strategy for the Synthesis of Riccardin C and an Unnatural Macrocyclic Bis(bibenzyl) Analogue
Almalki, Faisal A.,Harrowven, David C.
, p. 5738 - 5746 (2016)
A total synthesis of riccardin C has been accomplished using a Corey–Seebach reaction to effect macrocyclisation. The versatility of the strategy has also been demonstrated with a mimetic synthesis of an unnatural bis(bibenzyl) analogue.
Unified syntheses of cavicularin and riccardin C: Addressing the synthesis of an arene adopting a boat configuration
Kostiuk, Sarah L.,Woodcock, Timothy,Dudin, Leo F.,Howes, Peter D.,Harrowven, David C.
experimental part, p. 10906 - 10915 (2011/11/12)
Concise syntheses of the natural products cavicularin (ten steps) and riccardin C (seven steps) are reported. Key features of the new synthetic route are a convergent strategy to assemble acyclic precursors and a sequence of regioselective reduction and h
Synthesis of (±)-combretastatin D-1 and combretastatin D-2
Rychnovsky,Hwang
, p. 5414 - 5418 (2007/10/02)
(±)-Combretastatin D-1 was synthesized in 16 steps by way of its congener, combretastatin D-2. In the key step, the strained 15-membered lactone ring was formed using high-dilution Mitsunobu conditions in 89% yield. Saturated seco acid 4 was a much better substrate for the cyclization reaction than the unsaturated seco acid 3.
