Diastereoselective lithiation and substitution of (S)-N-benzylprolinol and rac-N-benzylpiperidine-2-methanol via the carbamate esters: Kinetic resolution by means of (-)-sparteine-mediated deprotonation

DOI: 10.1055/s-1999-3612

Source and publish data:

Synthesis p. 1915 - 1924 (1999)

Update date:2022-09-26

Topics:

Authors:

Weber Weber

Schwerdtfeger

Froehlich

Goehrt Goehrt

Hoppe Hoppe

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Article abstract of DOI:10.1055/s-1999-3612

The (S)-N-benzylprolinol carbamate (S)-8 is deprotonated by sec- butyllithium with the removal of the pro-R-H and the intermediate lithium compound 10 is trapped by several electrophiles. Complete ul-diastereotopos- differentation is achieved irrespective

Full text of DOI:10.1055/s-1999-3612

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