Journal
ORGANIC LETTERS
Volume 12, Issue 22, Pages 5196-5199Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol1022257
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Funding
- MEXT, Japan
- KAKENHI [20390003]
- Tohoku University G-COE
- JSPS
- Grants-in-Aid for Scientific Research [22790009, 20390003] Funding Source: KAKEN
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The enantioselective total synthesis of (-)- and (+)-petrosin is described. The union of two key segments was executed by Suzuki Miyaura coupling. The quinolizidine rings were stereoselectively constructed via a diastereoselective Mannich reaction and an aza-Michael reaction. The 16-membered ring was constructed by ring-closing metathesis with the second-generation Grubbs catalyst.
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