633293-84-2Relevant academic research and scientific papers
A practical approach to synthesize the C(9)-C(24) fragment of (+)-discodermolide
Yin, Zengsheng,Yue, Xuyi,Deng, Xiangjun,Qing, Fengling
scheme or table, p. 1400 - 1408 (2010/12/19)
A practical and stereoselective synthesis of the C(9)-C(24) subunit of (+)-discodermolide has been achieved. The strategy featured the construction of the key intermediate Z-trisubstituted vinyl iodide 12 from the dibromoolefin 6 via an efficient modified
A Practical Improvement, Enhancing the Large-Scale Synthesis of (+)-Discodermolide: A Third-Generation Approach
Smith III, Amos B.,Scott Freeze,Brouard, Ignacio,Hirose, Tomoyasu
, p. 4405 - 4408 (2007/10/03)
(Equation presented) A significant improvement to the Penn one-gram synthesis of (+)-discodermolide (1) has been achieved. Specifically, reduction of the steric bulk of the C(11) hydroxyl protecting group permits formation of the requisite AB Wittig salt at the expense of the undesired intramolecular cyclization upon treatment with PPh3 at ambient pressure.
