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Copper catalyzed asymmetric synthesis of chiral allylic esters.

Abstract:

The complex derived from Taniaphos ligand 4 and CuBr*Me2S catalyzes the asymmetric addition of Grignard reagents to 3-bromopropenyl esters 1 to provide allylic esters 2 in high yields and high chemio-, regio-, and enantioselectivities. The work demonstrates that allylic asymmetric alkylation (AAA) can be done on substrates bearing a heteroatom at the gamma-position. The method is a practical route to chiral, nonracemic allylic alcohols. The use of functionalized substrates 1 or Grignard reage...

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Publication status:
Published

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Publisher copy:
10.1021/ja065780b

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Journal:
Journal of the American Chemical Society
Volume:
128
Issue:
49
Pages:
15572-15573
Publication date:
2006-12-05
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
URN:
uuid:e7323489-a58a-4a44-8d8e-57ac8b78b0f5
Source identifiers:
117861
Local pid:
pubs:117861
Language:
English

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