Crystallization-induced asymmetric transformation vs quasi-racemate formation in tetravalent boron complexes

Journal of the American Chemical Society

Volumn 122, Issue 13, 2000, Pages 3047-3052

  Vedejs, E ^a,b   Chapman, R W ^a   Lin, S ^a   Muller M ^a   Powell, D R ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

^b UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORON DERIVATIVE; OXAZABOROLIDINE DERIVATIVE; SALICYLALDEHYDE;

ARTICLE; CHEMICAL REACTION; COMPLEX FORMATION; CRYSTALLIZATION; DIASTEREOISOMER; EQUILIBRIUM CONSTANT; METHYLATION; RACEMIC MIXTURE; STEREOCHEMISTRY;

EID: 0034607369     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja994023t     Document Type: Article

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42. The N-benzyloxycarbonyl analogue of 22a/23a also crystallizes as a quasi-racemate, as evidenced by the formation of a 1:1 crystalline isomer mixture from the 3:1 ratio of diastereomers in solution. The N-tosyl derivative crystallizes to afford a single diastereomer analogous to 22b.
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