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초록
Chelation-controlled asymmetric nucleophilic addition of a Grignard reagent to chiral -benzyloxy ketones gives the corresponding alcohols with high diastereoselectivities (up to 96% de) by 1,4-asymmetric induction. A chiral benzyl group is used as a chiral auxiliary as well as a protecting group for the synthesis of optically active 1,2-diols and (+)-frontalin.
키워드
nucleophilic addition; diols; -benzyloxy ketones; (+)-frontalin; stereoselective synthesis; ASYMMETRIC-SYNTHESIS; NUCLEOPHILIC-ADDITION; (-)-FRONTALIN; PHEROMONE; ESTERS; ETHER
- 제목
- A Chiral Benzyl Group as a Chiral Auxiliary and Protecting Group for the Synthesis of Optically Active 1,2-Diols and (+)-Frontalin
- 저자
- Kim, Tae Hyun; Kim, Young-Kyo; Yang, Zunhua; Jung, Jung Wha; Jeong, Lak Shin; Kim, Hee-Doo
- 발행일
- 2014-01-23
- 유형
- Article
- 저널명
- Synlett
- 권
- 25
- 호
- 2
- 페이지
- 251 ~ 254