Anion-Mediated, Stereospecific Synthesis of Secondary and Tertiary Cyclopropylboronates from Chiral Epoxides and gem-Diborylalkanes
SCIE
SCOPUS
- Title
- Anion-Mediated, Stereospecific Synthesis of Secondary and Tertiary Cyclopropylboronates from Chiral Epoxides and gem-Diborylalkanes
- Authors
- KIM, GWANGGYUN; KIM, MINJAE; RYU, CHANGSU; CHOI, JUHYEOK; Cho, Seung Hwan
- Date Issued
- 2023-05
- Publisher
- American Chemical Society
- Abstract
- We report a transition-metal-free deborylative cyclizationapproachto synthesize enantioenriched secondary and tertiary cyclopropylboronatesusing gamma-phosphate-containing gem-diborylalkanesderived from chiral epoxides and gem-diborylalkanes.Our method enables the synthesis of a broad range of enantioenrichedsecondary and tertiary cyclopropylboronates in good yields with excellentstereospecificity. We demonstrate the versatility of our approachby performing a gram-scale reaction. We also show that the enantioenrichedtertiary cyclopropylboronates can be transformed into a wide arrayof enantioenriched cyclopropane derivatives in a stereospecific boron-grouptransformation.
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/117829
- DOI
- 10.1021/acs.orglett.3c01395
- ISSN
- 1523-7060
- Article Type
- Article
- Citation
- Organic Letters, vol. 25, no. 22, page. 4130 - 4134, 2023-05
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- There are no files associated with this item.
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