Enantioselective Synthesis of Allenes by Reduction and a BrookRearrangement
| Project/Area Number |
22390001
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Hiroshima University |
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Principal Investigator |
TAKEDA Kei 広島大学, 大学院・医歯薬保健学研究院, 教授 (30135032)
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| Co-Investigator(Kenkyū-buntansha) |
SASAKI Michiko 広島大学, 大学院・医歯薬保健学研究院, 准教授 (30379888)
IKEMOTO Hidaka 広島大学, 大学院・医歯薬学総合研究科, 助手 (60549004)
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| Project Period (FY) |
2010 – 2012
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| Project Status |
Completed (Fiscal Year 2012)
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| Budget Amount *help |
¥17,940,000 (Direct Cost: ¥13,800,000、Indirect Cost: ¥4,140,000)
Fiscal Year 2012: ¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2011: ¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2010: ¥9,620,000 (Direct Cost: ¥7,400,000、Indirect Cost: ¥2,220,000)
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| Keywords | 有機合成 / 合成化学 / アレン / 不斉還元 / 光学活性アレン / 連続反応 / 転位反応 / 環化付加反応 / ビニルアレン / 不斉合成 |
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| Research Abstract |
Enantioselective Meerwein-Ponndorf-Verley type reduction of alkynoylsilanes by a chiral lithium amide followed by a Brook rearrangement and SE2’ electrophilic substitution leads to the formation of enantiomerically enriched functionalized siloxyallenes in a one-pot process. In the case of enynoylsilanes, generated vinylallenes undergo in situ [4 + 2] cycloaddition to afford highly functionalized polycyclic compounds in excellent er’s, which show unusual facial selectivity.
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Report
(4 results)
Research Products
(90 results)
