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Volumn 20, Issue 52, 2014, Pages 17433-17442

Divergent total synthesis of the tricyclic marine alkaloids lepadiformine, fasicularin, and isomers of polycitorols by reagent-controlled diastereoselective reductive amination

Author keywords

Aziridinium; Diastereoselectivity; Reductive amination; Substrate and reagent control; Total synthesis

Indexed keywords

ALKALOIDS; AMINATION; AMINES; AMINO ACIDS; ESTERIFICATION; ESTERS; ISOMERS; METABOLITES; NITROGEN COMPOUNDS; STEREOSELECTIVITY;

EID: 84920121804     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201404316     Document Type: Article
Times cited : (32)

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    • Alternatively, amino acid 8 could be obtained as a diastereoisomeric mixture (2:1) from 9 through Terashima's five-step sequence and Pinnick oxidation of the reported aldehyde intermediate; see references [9] and [12].
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    • For details, see the Supporting Information
    • For details, see the Supporting Information.
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    • The stereochemistry of these two isomers was assigned by NOE difference experiments of the corresponding alcohols 56a and 56b; see the Supporting Information
    • The stereochemistry of these two isomers was assigned by NOE difference experiments of the corresponding alcohols 56a and 56b; see the Supporting Information.
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    • In this process, unlike the aziridinium salt 58b, the aziridinium intermediate was rather stable
    • In this process, unlike the aziridinium salt 58b, the aziridinium intermediate was rather stable.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.