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Volumn 38, Issue 24, 1999, Pages 3701-3703

Enantioselective addition of allylic trimethoxysilanes to aldehydes catalyzed by p-Tol-BINAP·AgF

Author keywords

Aldehydes; Allylsilanes; Asymmetric catalysis; Nucleophilic additions; Silver

Indexed keywords

ALDEHYDE; ALLYL COMPOUND; METAL COMPLEX; SILANE DERIVATIVE;

EID: 0033576661     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19991216)38:24<3701::AID-ANIE3701>3.0.CO;2-D     Document Type: Article
Times cited : (140)

References (43)
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    • note
    • 1H NMR spectroscopy, and a 0.6/1 mixture was found to give the desired 1:1 complex without significant formation of the 2:1 complex.
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    • Aliphatic aldehydes were unreactive under the standard reaction conditions. For example, the reaction with hydrocinnamaldehyde at - 20 C for 30 min and then at room temperature for 8 h gave the allylated product in only 3% yield and with 85% ee
    • Aliphatic aldehydes were unreactive under the standard reaction conditions. For example, the reaction with hydrocinnamaldehyde at - 20 C for 30 min and then at room temperature for 8 h gave the allylated product in only 3% yield and with 85% ee.
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    • note
    • 3SiF. The formation of this compound is an indication for a crotylsilver species. Signals assignable to the crotylsilver or hydrolyzed butenes were not observed.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.