STUDIES ON STEROIDAL PLANT-GROWTH REGULATORS (ⅩⅦ)——A NEW SYNTHESIS OF HOMOBRASSINOLIDE AND (22S,23S)-22,23-EPI-HOMOBRASSINOLIDE |
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作者姓名: | 朱佳玲 周维善 |
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作者单位: | School of Pharmacy,Shanghai Medical University,Shanghai 200032,PRC,Shanghai Institute of Organic Chemistry,Academia Sinica,Shanghai 200032,PRC |
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摘 要: | Homobrassinolide (2) and (22S, 23S)-22,23-epi-homobrassinolide (4) were synthesized fromstigmasterol in seven steps respectively in 4.7% and 24.1% overall yields. The ratio of 2 to 4is 1:5. The key step is the highly regioselective formation of the B--homo-7-oxa-lactone ringby oxidation of an enol silyl ether with 3--chloro-peroxybenzoic acid.
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