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Volumn 5, Issue 7, 2013, Pages 2051-2057

Platinum(II) catalyzed enantioselective cycloisomerizations of 3-hydroxylated 1,5-enynes

Author keywords

Carbenes; Enantioselectivity; Enynes; Isomerization; Phosphoramidites; Platinum

Indexed keywords

CARBENES; CYCLOISOMERIZATIONS; ENANTIOMERIC EXCESS; ENANTIOSELECTIVE; ENYNES; PHOSPHORAMIDITES; PRECATALYSTS;

EID: 84879712203     PISSN: 18673880     EISSN: 18673899     Source Type: Journal    
DOI: 10.1002/cctc.201200743     Document Type: Article
Times cited : (16)

References (75)
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    • A number of studies have been dedicated to the related but mechanistically distinct cycloisomerization of 1,n-enynes with migrating oxygen functions at the propargylic positions. For selected examples, see ref.7a and:
    • A number of studies have been dedicated to the related but mechanistically distinct cycloisomerization of 1, n-enynes with migrating oxygen functions at the propargylic positions. For selected examples, see ref.7a and:
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    • For additional reports showing that the stereogenic carbon of the substrate plays a role in the stereochemical control of related cycloisomerizations, see refs7a, 8b, 10e,h,I and:
    • For additional reports showing that the stereogenic carbon of the substrate plays a role in the stereochemical control of related cycloisomerizations, see refs7a, 8b, 10e, h, I and:
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    • NHC angle (97.3°) are fully consistent with those observed in cis-8 (unpublished results).
    • NHC angle (97.3°) are fully consistent with those observed in cis-8 (unpublished results).
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    • the λ- and δ-configurations of the platinacyclic complexes are defined as follows:
    • the λ- and δ-configurations of the platinacyclic complexes are defined as follows:
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    • 2 and (S)-Monophos did not display significant catalytic activity in analogous conditions.
    • 2 and (S)-Monophos did not display significant catalytic activity in analogous conditions.
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    • The cycloisomerization of O-TBS enynes in the presence of catalysts 1 afforded the corresponding bycyclohexanones 10a, 63% ee with 1a, 59% ee with 1c, 67% with 1d; 10b, 60% ee with 1a and 12, 8% ee with 1a.
    • The cycloisomerization of O-TBS enynes in the presence of catalysts 1 afforded the corresponding bycyclohexanones 10a, 63% ee with 1a, 59% ee with 1c, 67% with 1d; 10b, 60% ee with 1a and 12, 8% ee with 1a.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.