Crotylations of α-carbonyl radicals with crotylstannane

Organic Letters

Volumn 4, Issue 20, 2002, Pages 3435-3438

  Sibi, Mukund P ^a   Miyabe, Hideto ^a  

^a NORTH DAKOTA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CROTYLSTANNANE; FREE RADICAL; TIN DERIVATIVE;

ARTICLE; CATALYSIS; CHEMISTRY; ISOMERISM; ORGANIC CHEMISTRY;

CATALYSIS; CHEMISTRY, ORGANIC; FREE RADICALS; ISOMERISM; TIN COMPOUNDS;

EID: 0037015444     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026510a     Document Type: Article

References (41)

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27. Crotylstannane was >98% (E)-configuration.
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33. We have recently shown that temperature and precursor stereochemistry impact selectivity in allylation reactions. See: Sibi, M. P.; Rheault, T. R. J. Am. Chem. Soc. 2000, 122, 8873. For variation in enantioselectivity with changes in the formation of the radical intermediate, see ref 14c.
34. 1 = Et) with a similarly low 1.4:1 level of diastereoselectivity.
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39. For Claisen rearrangements leading to products with structures similar to those reported here, see: (a) ref 18.
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