The unusual 1,4-chelation-controlled nucleophilic addition to aldehydes with high stereoselectivity. A systematic study of stereoselectivity in the addition reaction of carbon nucleophiles to cis-substituted cyclopropanecarbaldehydes

Tetrahedron

Volumn 60, Issue 31, 2004, Pages 6689-6703

  Kazuta, Yuji ^a   Abe, Hiroshi ^a   Yamamoto, Tamotsu ^b   Matsuda, Akira ^a   Shuto, Satoshi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b Asahi Kasei Pharma Corporation   (Japan)

Author keywords

Aldehydes; Conformational analysis; Cyclopropanes; Diastereoselectivity; Grignard reactions

Indexed keywords

1 (1 HYDROXYETHYL) 2 (4 METHOXYBENZYLOXYMETHYL)CYCLOPROPANE; 1 FORMYL (4 METHOXYBENZYLOXYMETHYL)CYCLOPROPANE; 1 HYDROXYMETHYL 2 (4 METHOXYBENZYLOXYMETHYL)CYCLOPROPANE; 1 TERT BUTYLDIPHENYLSILYLOXYMETHYL 1 (1 HYDROXY 3 METHYL 3 NITROPROPYL)CYCLOPROPANE; 1 TERT BUTYLDIPHENYLSILYLOXYMETHYL 2 FORMYL 1 PHENYLCYCLOPROPANE; 1,2 DIHYDROXYMETHYL 1 PHENYLCYCLOPROPANE; 2 BENZYLOXYMETHYL 1 (1 HYDROXY 3 METHYLBUTYL)CYCLOPROPANE; 2 BENZYLOXYMETHYL 1 (1 HYDROXYPROPYL)CYCLOPROPANE; 2 TERT BUTYLDIPHENYLSILYLOXYMETHYL 1 (1 HYDROXY 3 BUTENYL)CYCLOPROPANE; 2 TERT BUTYLDIPHENYLSILYLOXYMETHYL 1 (1 HYDROXY 3 OXO 3 PHENYLPROPYL)CYCLOPROPANE; 2 TERT BUTYLDIPHENYLSILYLOXYMETHYL 2 (HYDROXYETHYL) 1 PHENYLCYCLOPROPANE; ALDEHYDE DERIVATIVE; BUTYLDIPHENYLSILYLOXYMETHYL 1 (1 HYDROXY 3 BUTENYL)CYCLOPROPANE; CARBON; CYCLOPROPANE DERIVATIVE; METHYL GROUP; PHENYL GROUP; UNCLASSIFIED DRUG;

AB INITIO CALCULATION; ADDITION REACTION; ARTICLE; CHELATION; ENERGY; GRIGNARD REACTION; PREDICTION; PRIORITY JOURNAL; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 4143080666     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.05.063     Document Type: Article

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