Stereoselective synthesis of hydroxyindolizidines via sparteine-assisted deprotonation of N-Boc-pyrrolidine

DOI: 10.1016/S0040-4039(98)01491-9

Source and publish data:

Tetrahedron Letters p. 6787 - 6790 (1998)

Update date:2022-07-29

Topics:

Authors:

Majewski, Marek

Shao, Jianxing

Nelson, Ken

Nowak, Pawel

Irvine, Nicholas M.

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Article abstract of DOI:10.1016/S0040-4039(98)01491-9

Three diastereoisomers of 1-deoxycastanospermine were synthesized in enantiomerically pure form. The key step in the synthesis involved reaction of lithiated N-Boc-pyrrolidine in the presence of sparteine with a chiral building block derived from tartaric acid.

Full text of DOI:10.1016/S0040-4039(98)01491-9

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