Synlett

Highly efficient and general synthetic method of various retinyl ethers

JS Lee, YC Jeong, M Ji, W Baik, S Lee, S Koo

Index: Lee, Jun Sup; Jeong, Young Cheol; Ji, Minkoo; Baik, Woonphil; Lee, Sijoon; Koo, Sangho Synlett, 2004 , # 11 p. 1937 - 1940

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Citation Number: 2

Abstract

Abstract Bromination of 4 by PBr 3 under Cu I catalyst produces the ambidextrous allylic halide 5 regioselectively and stereoselectively. Hetero nucleophiles distinguish the allylic carbon containing Br from the one containing Cl in 5 to give the heteroatom-substituted C 5 allylic chloride 3. The Julia olefination reaction with the C 15 sulfone 2 provides diverse retinyl ethers 1.

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